Tag: M.W:100-200

Related Products of 5305-45-3, 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. 5305-45-3, name is 4,6-Dichloropyrimidine-5-carbonitrile, molecular formula is C5HCl2N3, 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.

Intermediate 1 To a solution of 4-fluoro-2-methyl-lH-indol-5-ol (200 mg, 1.21 mmol) in a mixture of acetonitrile (4 mL) and N, N-dimethylformamide (1 mL) was added potassium carbonate (200 mg, 1.45 mmol). The reaction mixture was stirred for lh at room temperature before a suspension of 4, 6-dichloropyrimidine-5-carbonitrile (221 mg, 1.27 mmol) in 3 mL of acetonitrile was added. This mixture was stirred at room temperature for 1 h. TLC was checked and the reaction was completed. The mixture was diluted with water and ethyl acetate. The layers were separated and the aqueous phase was extracted twice with ethyl acetate. The combined organic phases were washed once with water, then with brine, dried over sodium sulfate, filtered, and the filtrate was concentrated in vacuo to give the desired product as brown solids (365 mg, 99% yield). 1H MR (400 MHz, DMSO-d6) delta 11.46 (br, 1H), 8.83 (s, 1H), 7.17 (d, J = 8.8 Hz, 1H), 7.00 (t, J = 7.6 Hz, 1H), 6.27 (s, 1H), 2.41 (s, 3H); ESI-MS: calcd for (C14H8C1FN40) 302, found 303 (MH+).

According to the analysis of related databases, 5305-45-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NANTBIOSCIENCE, INC.; TAO, Chunlin; POLAT,, Tulay; WEINGARTEN, Paul; NALLAN, Laxman; ARP, Forrest; WANG, Qinwei; HO, David; (129 pag.)WO2016/138527; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1722-12-9, 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. 1722-12-9, name is 2-Chloropyrimidine, molecular formula is C4H3ClN2, 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.

An oven-dried round bottom flask (10 ml) was charged with 0.1ml dimethylformamide solution of complex IV (0.1 mol % for aryl bromides and 0.2 mol % for aryl chlorides), aryl boronic acid (1.2 mmol), aryl halide (1.0 mmol), K2CO3 (1.5 mmol), TBAB (1.0 mmol) and 2 ml water. The reaction mixture was then heated (to 70 C for aryl bromides and 90 C for aryl chlorides) with stirring under aerobic conditions for the required time. At the end of the reaction, the reaction mixture was cooled to room temperature and extracted with ethyl acetate (2×5 ml). The combined extract was washed with water (2×10 ml), dried over anhydrous sodium sulfate and then subjected to GC-MS analysis for identification and yield determination (from the areas under the peaks) of the products. In the case of reactions with 2-naphthylboronic acid, the combined extract was evaporated to dryness under reduced pressure and the residue was purified by column chromatography (silica gel, ethyl acetate/n-hexane) to afford the coupling products. The products were identified by 1H and 13C NMR and HR-MS analysis.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1722-12-9, 2-Chloropyrimidine.

Reference:
Article; Babu, G. Narendra; Pal, Samudranil; Tetrahedron Letters; vol. 58; 10; (2017); p. 1000 – 1005;,
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Related Products of 22536-63-6 , The common heterocyclic compound, 22536-63-6, name is 2-Chloro-4-methoxypyrimidine, molecular formula is C5H5ClN2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

2.6 g of 6 (0.018 mol, 1 equiv), 1.3 g of compound 4(0.009 mmol, 0.5 equiv), 1.5 ml of 37% concd HCl (0.018 mol,1 equiv) were added in 10%, aqueous ethanol solution (25 ml)and heated at 80 C for 12 h. After that, the reaction mixturewas cooled to room temperature. The resulting precipitate wasfiltered, washed with mixture of water and ethanol, dried in vacuoat 40 C, and the obtained solid was purified by recrystallizationwith a mixture of water/ethanol to afford 2.3 g productas a white solid with the yield of 49%. Mp: 182-184 C, 1HNMR (400 MHz, DMSO-d6) d ppm: 3.93 (s, 3H, -OCH3), 6.29 (d,1H, J = 5.6 Hz, Pyrm-H), 7.14-7.19 (m, 2H, Ph-H), 7.60 (d, 1H,J = 1.2 Hz, Ph-H); 8.20 (d, 1H, J = 5.6 Hz, Pyrm-H), 9.55 (s, 1H,OH), 10.00 (s, 1H, NH); 13C NMR (100 MHz, DMSO-d6) d ppm:53.99 (-OCH3), 99.10, 107.53, 111.46, 112.37, 129.67, 140.74,153.22, 158.73, 160.04, 169.92; ESI-MS: 252.3 [M+H]+, 254.1[M+3]+, 274.6 [M+Na]+. C11H10ClN3O2 [251.67].

The synthetic route of 22536-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rai, Diwakar; Chen, Wenmin; Tian, Ye; Chen, Xuwang; Zhan, Peng; De Clercq, Erik; Pannecouque, Christophe; Balzarini, Jan; Liu, Xinyong; Bioorganic and Medicinal Chemistry; vol. 21; 23; (2013); p. 7398 – 7405;,
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Synthetic Route of 6623-81-0 , The common heterocyclic compound, 6623-81-0, name is 2,4-Dihydroxy-5-methoxypyrimidine, molecular formula is C5H6N2O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of compound 104 (2.8 g, 20 mmol) in dry acetonitrile (30 ml_) was added BSA (21 g, 1 00 mmol, 5 eq). The reaction mixture was stirred at 60 C for 4 h and cooled to room temperature. To this reaction mixture were added compound 1 03 (1 0.1 g, 20 mmol), TMSOTf (10.8 m l_, 60 mmol, 3eq), and the resulted reaction mixture was stirred at 60 C for 4 h. Upon completion of the reaction as monitored by TLC, the reaction mixture was treated with methylene chloride and saturated sodium bicarbonate. The organic phase was separated, and the aqueous phase was extracted with dichloromethane. The combined organic phase was dried over anhydrous Na2S04. The drying agent was filtered off, and the filtrate was concentrated under reduced pressure. The crude product was purified by flash chromatography on a silica gel column giving 1 1 g desired compound 105 in 95% yield.

The synthetic route of 6623-81-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MODERNA THERAPEUTICS, INC.; ROY, Atanu; CONLEE, Christopher, R.; DE FOUGEROLLES, Antonin; FRALEY, Andrew, W.; WO2014/93924; (2014); A1;,
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Synthetic Route of 3680-71-5 , The common heterocyclic compound, 3680-71-5, name is 1,7-Dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one, molecular formula is C6H5N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 1: Preparation of 5-bromo-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one: (0344) [00156] To a stirred solution of 3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one (5.5 g, 40.7 mmol) in N,N-dimethyl formamide (100 mL), N-(bis-trimethylsilyl)acetonitrile(18.22 g, 89.55 mmol) and N-bromo succinimide (7.24 g, 40.7 mmol) were added and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was quenched with cold water (1000 mL) and stirred for 30 minutes. The precipitated solid was filtered and dried under suction to afford title compound 5-bromo-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one (6.26 g, crude) as brown solid. Calculated (M+H): 213.9; Found (M+H): 214.0

The synthetic route of 3680-71-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LUC THERAPEUTICS; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITE, Frank, S.; FANGER, Christopher; (390 pag.)WO2017/100591; (2017); 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.504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine, molecular formula is C4H4N2O2S, molecular weight is 144.1518, as common compound, the synthetic route is as follows.Application In Synthesis of 4,6-Dihydroxy-2-mercaptopyrimidine

General procedure: A mixture of aldehyde (0.25 mmol), 2-thiobarbituric acid(0.5 mmol), ammonium acetate (0.3 mmol) and CuFe2O4 (10 mol%)in distilled H2O was stirred for an appropriate time. After completionof the reaction (monitored by TLC), the resulted precipitatewasfiltered and dissolved in hot methanol and the catalyst was separatedand collected by an external magnetic and washed withacetone and EtOH several times and dried in an oven at 70 C toreuse in next reactions. The pure solid product was obtained viaevaporation the 2/3 of methanol and filtration. The solid productwas recrystallized from water/ethanol as solvent to afford the pureproducts. All of the products were identified by physical andspectroscopic data. White powder; M.P: 240 C decompose. IR (KBr) n (cm1): 3432(NH), 3108 (CeH, sp2 stretch), 1623, 1687 (C]O), 1433, 1544 (C]C,Ar). 1H NMR (DMSO-d6, 400 MHz) d (ppm): 6.01 (s, 1H), 6.91e7 (m,3H), 7.08e7.12 (m, 4H), 11.49e11.75 (m, 4H), 17 (s, 1H). 13C NMR(DMSO-d6, 100 MHz) d (ppm): 26.88, 95.44, 115.26, 123.60, 127.61,130.05, 130.48, 159.60, 162.03, 163.32, 173.24. Anal. Calcd forC15H12FN5O2S2: C, 47.74; H, 3.20; N, 18.56, %; Found C, 47.76; H,3.24; N, 18.60%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Naeimi, Hossein; Didar, Asieh; Journal of Molecular Structure; vol. 1137; (2017); p. 626 – 633;,
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Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 49845-33-2

(a) ChlorobonitrQineTo a solution of 2,4-dichloro-5-nitro-pyrimidine (1.00 g; 5.2 mmol) in methanol (30 mL) was added dropwise a solution of sodium methoxide (278 mg, 5.2 mmol) in methanol (5mL) at-10 C. The reaction mixture was stirred for 10 minutes at -10 C. Acetic acid (5 mL) wasadded and the mixture was allowed to warm to room temperature. After evaporation of themixture, the residue was partitioned between 5% NaHCO3-solution and ethyl acetate. The ethyl acetate layer was washed with water, brine, dried over sodium sulfate and evaporated in vacuo. The residue was purified by column chromatography (heptane/ethyl acetate 4/1 v/v%) to obtain 281.9 mg (29%) of 2-chloro-4-methoxy-5-nitro-pyrimidine.

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, 49845-33-2, 2,4-Dichloro-5-nitropyrimidine.

Reference:
Patent; NETHERLANDS TRANSLATIONAL RESEARCH CENTER B.V.; DE MAN, Adrianus Petrus Antonius; BUIJSMAN, Rogier Christian; STERRENBURG, Jan Gerard; UITDEHAAG, Joost Cornelis Marinus; DE WIT, Joeri Johannes Petrus; ZAMAN, Guido Jenny Rudolf; WO2015/155042; (2015); A1;,
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Synthetic Route of 17119-73-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 17119-73-2, name is 4-Chloro-6-methyl-2-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

[00195] Ethyl 3-iodo-i-methylcyclopentanecarboxylate (5.60 g, 19.9 mmol) was dissolved in dimethylacetamide (66 mL) in a pressure vessel under a stream of nitrogen. Rieke Zinc (28.6 mL of a 5Omg/mL suspension in THF, 21.8 mmol) was added quickly via syringe. The vessel was capped and stirred at ambient temperature for 15 minutes. The vessel was opened under a stream of nitrogen and 4-chloro-6-methyl-2- (methylthio)pyrimidine (4.16 g, 23.8 mmol) was added followed by PdCl2dppf (1.09 mg, 1.49 mmol). The vessel was capped and heated to 80 C for 2 h. The reaction mixture was then cooled to room temperature, diluted with ethyl acetate, and filtered through celite. The filtrate was transferred to a separatory funnel and washed with water (3x), brine, and dried over sodium sulfate. The dried solution was filtered, and the filtrate was concentrated. The residue was purified by flash-column chromatography on silica gel (gradient elution, 0 to 100% ethyl acetate-hexanes) to give ethyl 1-methyl- 3 -(6-methyl-2-(methylthio)pyrimidin-4-yl)cyclopentane- 1 -carboxylate (2.1 g, 36%) as a mixture of cis and trans isomers. The isomers were separated by preparative HPLC (column: Phenomenex Gemini C18 250*5Omm*10 um; mobile phase: 45-70% water [0.05% ammonia hydroxide v/v]-ACN) to give ethyl (1R,3R and 1S,3S)-1-methyl-3-(6- methyl-2-(methylthio)pyrimidin-4-yl)cyclopentane- 1 -carboxylate (700 mg) as a colorless oil. MS (ES+) C,5H22N2025 requires: 294, found: 295 [M+H]. ?H NMR (400 IVIFIz, CDC13): ppm 6.67 (s, 1H), 4.17 (q, J= 7.2 Hz, 2H), 3.27-3.18 (m, 1H), 2.61- 2.53 (m, 4H), 2.42 (s, 3H), 2.30-2.23 (m, 1H), 2.14-2.05 (m, 1H), 2.02-1.91 (m, 1H),1.8 1-1.72 (m, 2H), 1.38 (s, 3H), 1.29 (t, J= 7.2 Hz, 3H).

According to the analysis of related databases, 17119-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; BRUBAKER, Jason, D.; DIPIETRO, Lucian, V.; (105 pag.)WO2018/22761; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
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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. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. Recommanded Product: 4270-27-3

Into a dry Schlenk reaction tube was added 6-chloropyrimidine-2,4 (1H, 3H) -dione (0.29 g, 2.0 mmol), pyridin-2-ylboronic acid (0.3 g, 2.2 mmol), Tetrakis (triphenylphosphine) palladium (29 mL, 0.025 mmol) and K2CO3 (0.33 g, 2.4 mmol) were added , then 1,4-dioxane (10 mL), water (2 mL) was added under nitrogen atmosphere for 4 h at 45 C. After completion of the reaction, the solvent was removed under reduced pressure, and the residue was dissolved in ethyl acetate , then separated by silica gel column chromatography and eluting with petroleum ether / ethyl acetate 20: 1 to give a pale yellow solid 6- (pyridin-2-yl)pyrimidine-2,4 (1H,3H)-dione. Its 0.28 g of a pale yellow solid, 98% purity, yield 74%.

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mudanjiang Medical School; Song Jing; Sun Zhiguo; Han Guangyu; Li Hailin; Wang Wei; (15 pag.)CN106946851; (2017); A;,
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Pyrimidine – Wikipedia

Related Products of 705263-10-1, 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. 705263-10-1, name is 6-Bromopyrazolo[1,5-a]pyrimidine, molecular formula is C6H4BrN3, 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.

In a muwave vial, 6-bromopyrazolo[1,5-a]pyrimidine, 9, (0.25 g, 1.26 mmol, 1.0 eq), 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine, 10, (0.36 g, 1.26 mmol, 1.0 eq), and Pd(dppf)Cl2?DCM (52.0 mg, 0.06 mmol, 0.05 eq) were added. The muwave vial was evacuated under reduced pressure and purged with Argon (3x). To the mixture was added 1,4-dioxane (9 mL), followed by a solution of K3PO4 (0.54 g, 2.52 mmol, 2.0 eq) in H2O (4.0 mL). The reaction was heated to 150 C for 30 min under microwave irradiation. The reaction was added to EtOAc: H2O (1:1, 100 mL). The organic layer was separated, washed with H2O (25 mL), Brine (25 mL), dried (MgSO4), filtered and concentrated. The material was purified by reverse-phase HPLC (5-35% acetonitrile: H2O w/ 0.1% TFA) to afford 4-(4-(pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)morpholine, 11 (0.25 g, 71% yield).LCMS: RT = 0.560 min, >98% (at) 215 and 254 nM, m/z = 281.1 [M + H]+.

According to the analysis of related databases, 705263-10-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Engers, Darren W.; Frist, Audrey Y.; Lindsley, Craig W.; Hong, Charles C.; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 11; (2013); p. 3248 – 3252;,
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