Pyrimidines

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, the common compound, a new synthetic route is introduced below. COA of Formula: C8H10N2O3S

General procedure: To a Radley reaction carousel tube, add 1 equivalent 1, 1.1 equivalents of the amine, a stir bar, and 5 mL 95% ethanol. Reflux while stirring for 24 hours. After cooling to room temperature the resulting precipitate was collected by vacuum filtration, washing with 10 mL deionized water and 5 mL chloroform.

The synthetic route of 53554-29-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Watkins, Sydney M.; Ghose, Debarati; Blain, Joy M.; Grote, Dakota L.; Luan, Chi-Hao; Clare, Michael; Meganathan; Horn, James R.; Hagen, Timothy J.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 20; (2019);,
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Reference of 3764-01-0, Adding some certain compound to certain chemical reactions, such as: 3764-01-0, name is 2,4,6-Trichloropyrimidine,molecular formula is C4HCl3N2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3764-01-0.

[00299] To a solution of 2,4,6-trichloropyrimidine (0.29 mL, 2.5 mmol) in tetrahydrofuran (5 mL) were added palladium acetate (8 mg, 0.035 mmol), triphenylphosphine (18 mg, 0.065 mmol), phenylboronic acid (0.20 g, 1.6 mmol) and aqueous sodium carboante solution (1 M, 3.3 mL, 3.3 mmol). The mixture was stirred at 60 C for 6 h, then cooled to rt and concentrated to remove the organic solvent. To the residue was added H20 (10 mL), and the mixture was extracted with EtOAc (10 mL x 3). The combined organic layers were washed with saturated brine (30 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to dry and the residue was purified by silica gel column chromatography (PE) to give the title compound as a white solid (0.225 g, 6 1%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 3764-01-0, 2,4,6-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
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Synthetic Route of 104408-29-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.104408-29-9, name is 4-Hydrazinyl-2-(methylthio)pyrimidine, molecular formula is C5H8N4S, molecular weight is 156.2088, as common compound, the synthetic route is as follows.

Step 3: 4-(3-isopropyl-5-(3-(trifluoromethyl)phenyl)-1H-pyrazol-1-yl)-2-(methylthio)pyrimidine, 36 is prepared as follows: 4-methyl-1-(3-(trifluoromethyl)phenyl)pentane-1,3-dione, 34 (1.65 g) and 4-hydrazinyl-2-(methylthio)pyrimidine, 35 (1.00 g) are dissolved in acetic acid (15 mL) and the mixture heated to 90 C. for 2 h. On cooling, the mixture is partitioned between dichloromethane and aqueous sodium hydrogen carbonate and the aqueous layer washed with two further portions of dichloromethane. The combined organics are washed with brine, dried over magnesium sulfate, filtered and concentrated. Purification by flash chromatography affords the title compound (1.29 g). The compound obtained in this step shows the following mass spectral data: LC/MS: C18H17F3N4S requires 378.1; observed M/Z 379.0 [M+H]+. RT 7.43 min.

Statistics shows that 104408-29-9 is playing an increasingly important role. we look forward to future research findings about 4-Hydrazinyl-2-(methylthio)pyrimidine.

Reference:
Patent; Griffin, John; Lanza, Guido; Yu, Jessen; US2005/261354; (2005); A1;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 28485-17-8, name is 5-Carbethoxyuracil, molecular formula is C7H8N2O4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. HPLC of Formula: C7H8N2O4

EXAMPLE 5 In 200 ml. of water is suspended 920 mg. of ethyl 1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carboxylate and, while the suspension is stirred vigorously at room temperature, a gaseous mixture of fluorine (25 V/V%) and nitrogen is introduced. In the course, the starting material dissolves to yield a homogeneous solution. When 2.6 mole equivalents of said gaseous mixture has been introduced, the ultraviolet absorption spectrum of the reaction mixture is measured. When the absence of unreacted starting compounds is confirmed by the spectrum, the reaction is stopped. Following addition of 1.10 g. of calcium carbonate, the reaction mixture is stirred for a while, after which the insolubles are filtered off. The filtrate is concentrated to dryness under reduced pressure, whereupon a white solid is obtained. This product is suspended in 50 ml. of acetone and the insolubles are filtered off. The acetone-solubles are subjected to column chromatography on silica gel (solvent: chloroform containing 1.5 V/V% of methanol), followed by concentration of the fraction containing the desired compound under reduced pressure to recover a white solid product. Recrystallization from methanol-chloroformhexane yields 561 mg. of colorless prisms of ethyl 5-fluoro-6-hydroxy-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate. melting point: 163-165 C. NMR spectrum (DMSO-d6) delta: 1.22(3H,t, J=7HZ), 4.28(2H, q, J=7HZ), 4.93(1H, d*d, JHF =3HZ, J=5HZ; after addition of deuterium oxide, d, JHF =3HZ), 6.3(1H, broad), 8.48(1H, broad), 10.80(1H, broad). Elemental analysis, for C7 H9 FN2 O5: Calcd.: C, 38.19; H, 4.12; N, 12.73. Found: C, 37.90; H, 3.94; N, 12.87.

With the rapid development of chemical substances, we look forward to future research findings about 28485-17-8.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4329460; (1982); A;,
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Related Products of 13418-77-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 13418-77-4, name is 2-Amino-5-methoxypyrimidine. A new synthetic method of this compound is introduced below.

b) 2-ri-(4-Fluorophenyl)-3-r2-(4-methoxyphenyl)ethyll-5-oxo-2- sulfanylideneimidazolidin-4-yll-N-(5-methoxypyrimidin-2-yl)acetamide (example 84). Oxalyl chloride (130 mu; 1.49 mmol; 3 eq) and anhydrous dimethylformamide (catalytic amount) were added dropwise to a solution of 2-[l-(4-fluorophenyl)-3-[2- (4-methoxyphenyl)ethyl]-5-oxo-2-sulfanylideneimidazolidin-4-yl] acetic acid (1-21) (200 mg; 0.50 mmol; 1 eq) in anhydrous dichloromethane (8 mL). The reaction mixture was stirred at room temperature for 2 hours. 5-Methoxypyrimidin-2-amine (1-22) (124 mg; 0.99 mmol; 2 eq) and pyridine (93mu; 1.49 mmol; 3 eq) were added and the reaction mixture was stirred at room temperature for 2 hours and 30 minutes. Water (20 mL) and saturated ammonium chloride (15 mL) were added and the aqueous layer was extracted with ethyl acetate (3 x 40 mL). The combined organic layers were washed with saturated sodium chloride (30 mL), dried over sodium sulfate, filtered and concentrated to dryness. The crude was purified on silica gel using dichloromethane/ethyl acetate (90/10) as an eluent. After trituration in ethanol/diethyl ether, the title compound 2-[l-(4-fluorophenyl)-3-[2-(4- methoxyphenyl)ethyl]-5-oxo-2-sulfanylideneimidazolidin-4-yl]-N-(5- methoxypyrimidin-2-yl)acetamide was obtained in 7% yield (23 mg) as an orange solid. 1H-NMR (Acetone-d6): delta (ppm) 2.93 (m, 1H), 3.1 (m, 1H), 3.43 (m, 1H), 3.72 (s, 3H), 3.81 (m, 2H), 3.95 (s, 3H) , 4.27 (m, 1H), 4.65 (s, 1H), 6.85 (d, 2H), 7.25 (m, 4H), 7.45 (m, 2H), 8.36 (s, 2H) , 9.58 (s, 1H); MS (ESI+): m/z = 509.9 [M+H]+ .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13418-77-4, its application will become more common.

Reference:
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.63558-65-6, name is 4-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, molecular weight is 240.43, as common compound, the synthetic route is as follows.category: pyrimidines

Step 4: 3-Fluoro-N-3′-[(5-iodopyrimidin-4-yl)amino]-6-methylbiphenyl-3-yl-5-(trifluoromethyl)- benzamide lambda^-(3′-Amino-6-methylbiphenyl-3-yl)-3-fluoro-5-(trifluoromethyl)benzamide (3.80 g, 9.78 mmol) was mixed with 4-chloro-5-iodopyrimidine (2.35 g, 9.78 mmol) in ethanol (54.4 mL) and was heated to reflux for 2 hours. To the reaction was added sat. Na2CO3 solution and the resulting mixture was extracted with ethyl acetate. The organic extracts were washed with water, saturated NaCl, dried (MgSOt) and concentrated in vacuo. The concentrate was chromatographed on silica gel using 30% EtOAc/hexanes to give the product 4.31 g, 74% yield. 1H NMR(CDCl3): delta 8.46 (s, IH), 8.57 (s, IH), 7.90 (brs, IH), 7.81 (m, 2H), 7.60 (m, IH), 7.56 (m, 2H), 7.51 (m, 2H), 7.44 (t, IH), 7.30 (d, IH), 7.15 (m, 2H), 2.31 (s, 3H). MS (EI) m/z = 593 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63558-65-6, 4-Chloro-5-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; WO2008/79965; (2008); A1;,
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Pyrimidine – Wikipedia

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below., Product Details of 49844-90-8

Trans-4-{4-[4-(4-Methanesulfonyl-piperidin-1-yl)-indazol-1-yl]-pyrimidin-2-ylamino}-cyclohexanol; Step 1: Preparation of N-(2-methylsulfanyl-pyrimidin-4-yl)-hydrazine; In a 250 mL round bottom flask, 4-chloro-2-methylsulfanyl-pyrimidine (5 g, 31.1 mmol), hydrazine (4.5 g, 140 mmol) and potassium carbonate (6.45 g, 46.7 mmol) were combined with ethanol (50 mL). The mixture was refluxed for 3 hrs and filtered. The filtered solid was rinsed with ethanol (30 mL). The combined ethanol solution was evaporated to give a crude oily mixture which was purified by ISCO flash column chromatography (30% to 100% ethyl acetate in hexanes) to give N-(2-methylsulfanyl-pyrimidin-4-yl)-hydrazine as a white solid (2.8 g, 57.6% yield).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 49844-90-8, 4-Chloro-2-(methylthio)pyrimidine.

Reference:
Patent; Gong, Leyi; Han, Xiaochun; Makra, Ferenc; Palmer, Wylie Solang; Raptova, Lubica; US2011/34470; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2244-11-3, Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Quality Control of Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate, blongs to pyrimidines compound. Quality Control of Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate

General procedure: 0.5 mmol of alloxan monohydrate (0.08 g) and suitable methyl ketone were suspended in 5 mL of glacial acetic acid and reacted in a Syncore apparatus set at the temperature of 115 C, shaking at 120 rpm and reaction time 3 h. All the targeted compounds precipitated after cooling and were recrystallized from ethanol. Compounds 19 and 20 were obtained as a mixture in a 36:64 ratio (total yield 75%); chromatographic purification of the crude (gradient eluent: methanol in dichloromethane 0-10%) afforded the pure final compounds 5.1.2.6 5-[2-(4′-(Trifluoromethoxy)biphen-4-yl)-2-oxoethyl]-5-hydroxy-hexahydropyrimidine-2,4,6-trione (12) 69% Yield, mp > 250 C 1H NMR delta 11.46 (s, 2H, NH), 8.05 (d, 2H, Jo = 8.3), 7.84-7.90 (m, 4H), 7.49 (d, 2H, Jo = 8.3), 7.32 (s, 1H, OH), 3.93 (s, 2H). Anal. % (C19H13F3N2O6) calculated: C 54.04, H 4.55, N 6.63; found C 53.91, H 4.44, N 6.72.

The synthetic route of 2244-11-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nicolotti, Orazio; Catto, Marco; Giangreco, Ilenia; Barletta, Maria; Leonetti, Francesco; Stefanachi, Angela; Pisani, Leonardo; Cellamare, Saverio; Tortorella, Paolo; Loiodice, Fulvio; Carotti, Angelo; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 368 – 376;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1195-08-0, name is 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde, molecular formula is C5H4N2O3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Product Details of 1195-08-0

General Synthesis of Tethered Oxime Dimers. A set of 14 aryl aldehydes was selected for library synthesis for coupling to the three uracil containing aldehydes using the O, O’-diaminoalkanediol linkers as follows. To each 0.5-ml well of a Matrix microtiter plate was added a DMSO stock solution of AcOH (20 mul, 150 niM, 3 mumol), uracil aldehyde 1, 2 or 3 (20 mul, 150 mM, 3 mumol) and a single aryl aldehyde (20 mul, 150 niM, 3 mumol). The plate was carefully agitated to make the solutions homogenous. To each of the uracil-aryl aldehyde mixture was added a DMSO solution of the O, O’-diaminoalkanediol linkers containing each of the five linker lengths in equal proportion (22 mul, 150 mM, 3.3 mumol total amine equivalents). The plate was sealed, further agitated and incubated in an oven for 12 h at 370C.The most potent inhibitors from this first screen 2-(2)-3 and 3-(3)-13) were synthesized in larger scale and thoroughly characterized after HPLC purification of the heterodimers:2-(2)-3: 1H NMR (400 MHz, DMSO-d6): delta 8.05 (s, 1 H), 7.91 (s, 1 H), 7.78 (s, 1 H), 7.04 (s, J= 2.4 Hz, 1 H), 6.86 (m, 1 H), 6.74 (d, J= 8.0 Hz, 1 H), 4.26 (s, 1 H); 13C NMR (100 MHz, DMSO-d6): delta 162.40, 151.04, 149.25, 147.92, 145.75, 142.74, 140.66, 123.05, 119.88, 115.74, 113.10, 104.31, 71.82, 71.54. UV/Vis: Aax 275 nm; HRMS (m/z): [M+Naf calcd for C14H14N4O6Na, 357.08; found, 357.08.3-(3)Lambda3: 1H NMR (400 MHz, DMSO-d6): delta 9.10 (bs, H), 8.01 (s, 1 H), 7.94 (s, 1 H), 7.04 (d, J= 1.6 Hz, 1 H), 6.82 (d, J= 7.6 Hz, 1 H), 6.74 (d, J= 7.6 Hz, 1 H), 5.78 (s, 1 H), 4.26 (t, J= 6.8 Hz, 2 H), 4.12 (t, J= 6.0 Hz, 2 H), 2.06 (t, J= 6.8 Hz, 2 H); 13C NMR (125 MHz, DMSO-d6): delta 163.95, 151.15, 148.96, 148.04, 145.89, 144.73, 142.23, 123.12, 119.83,-66-211592 1 EPO 115.81, 113.15, 101.60, 71.94, 69.76, 28.46; UV/Vis: lambdamax 273 nm; HRMS (m/z): [M+H]+ calcd for Ci5Hi7N4O6, 349.11; found, 349.11.

With the rapid development of chemical substances, we look forward to future research findings about 1195-08-0.

Reference:
Patent; THE JOHNS HOPKINS UNIVERSITY; WO2006/135763; (2006); A2;,
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Adding a certain compound to certain chemical reactions, such as: 7627-39-6, 2,4-Dichloro-5-(ethoxymethyl)pyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 2,4-Dichloro-5-(ethoxymethyl)pyrimidine, blongs to pyrimidines compound. Recommanded Product: 2,4-Dichloro-5-(ethoxymethyl)pyrimidine

A yellow slurry mixture of (S)-3 -hydroxy- 10-methyl-9, 10, 11,12-tetrahydro-8H- [l,4]diazepino[5′,6′:4,5]thieno[3,2-f]quinolin-8-one (30 g, 100 mmol), 2,4-dichloro-5- (ethoxymethyl)pyrimidine (24.90 g, 120 mmol), and potassium carbonate (325 mesh) (16.96 g, 120 mmol) in DMSO (150 ml, 2114 mmol) and THF (150 ml, 1831 mmol) was stirred at ambient temperature for 5 – 10 minutes, followed by heating at 40 – 45 C for at least 16 hours with sufficient agitation (350 – 400 rpm). The yellow/tan slurry mixture was then cooled to 20 – 25 C, and filtered over 9 g of Celite (prewetted with 15 mL of THF). The yellow filtrate (-400 ml) was transferred back to the visually clean jacketed flask along with 240 mL of THF, and was heated to 40-45 C over 30 minutes. To the mixture was charged 150 mL of 10 wt% aqueous NaCl, stirred for 5 minutes and settled for phase split. After the bottom aqueous phase was removed, 150 mL of THF and 150 mL of 10 wt% aqueous NaCl were charged and stirred at 40- 45 C for 5 minutes. The aqueous phase was removed again. Then, 90 mL of THF and 50 mL of 10 wt% aqueous NaCl were charged,maintining the batch temp at 40-45 C (lower temp will make product crystallize out). The aqueous phase was removed and the remaining organic portion was distilled under atmospheric pressure at 65-70 C to ~ 300 ml. The batch was seeded with 200 mg of the product and the resulting mixture was aged for one hour. Then the batch was distilled with addition of isopropanol (600 ml) at a rate sufficient to maintain a constant batch volume. The slurry was cooled from -70 C to 22 C over 4 hours, hold at 22 C for 16 hours and filtered, washed with 3 x 30 mL of IP A, and dried in a vacuum oven at 40-45 C for 12-16 hours to afford a yellow solid (41.1 g, 87% yield); HPLC: Waters Ascentis Express C-18 HPLC column, 10 cm X 4.6 muiotaeta, 1 mL/min, 234 nm, gradient at 100% 0.1% H3P04to 100% CH3CN in 10 min, then hold at 100% CH3CN for 5 min): tR= 6.40 min (99.0%). 1H NMR (300 MHz, DMSO-i) delta ppm 1.13 – 1.27 (m, 6 H) 3.42 – 3.54 (m, 2 H) 3.57 – 3.70 (m, 3 H) 4.66 (s, 2 H) 7.18 (br t, J=5.18 Hz, 1 H) 7.64 (d, J=9.08 Hz, 1 H) 7.87 (d, J=8.89 Hz, 1 H) 8.12 – 8.23 (m, 2 H) 8.72 (s, 1 H) 9.37 (d, J=9.17 Hz, 1 H);13C NMR (75 MHz, DMSO- ) delta ppm 15.47, 19.12, 48.46, 52.39, 64.02, 66.28, 114.87, 115.10, 119.60, 124.30, 126.49, 126.75, 127.7, 135.77, 139.30, 145.00, 145.84, 156.32, 158.02, 160.48, 164.52, 167.37. LC/MS m/e+= 470. Anal. Calcd. for C22H2oN503SCl: C, 56.23; H, 4.29; N, 14.90; S, 6.82; CI, 7.54. Found: C, 55.87; H, 4.33; N, 14.61; S, 6.60.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7627-39-6, 2,4-Dichloro-5-(ethoxymethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CELGENE CAR LLC; MALONA, John; RUCHELMAN, Alexander L.; (117 pag.)WO2018/170204; (2018); A1;,
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Pyrimidine – Wikipedia