Category: pyrimidines

Adding a certain compound to certain chemical reactions, such as: 1032452-86-0, 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, 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, Product Details of 1032452-86-0, blongs to pyrimidines compound. Product Details of 1032452-86-0

The compound 3- (2-chloro-4-yl) -1-methyl indole (2.4g, 9.85mmol)And methyl 4-amino-5-methoxy-2-nitrobenzoate (2.67 g, 11.82 mmol)Into the reaction flask,Then 1,4-dioxane (20 mL) was added,p-Toluenesulfonic acid (2.03 g, 11.82 mmol) was added with stirring and the reaction was heated to 85C for 48 hours.After the reaction is completed,Cool to room temperaturePrecipitate solids, filter,The cake was washed with acetonitrile.Dry to give a yellow solid (4.0 g, yield: 93.7%).

The synthetic route of 1032452-86-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tianjin Binjiang Pharmaceutical Research And Development Co., Ltd.; Tian Hongqi; Huang Gongchao; Cheng Ying; (48 pag.)CN107793413; (2018); A;,
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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. 147118-40-9, name is Rosuvastatin methyl ester. A new synthetic method of this compound is introduced below., Recommanded Product: 147118-40-9

Example 663.0 g (6.0 mmol) of crystalline Form II rosuvastatin methylester are dissolved in 12 cm3 of methanol at 25 °C and while stirring, 5.9 cm3 of 1.0 M aqueous TBA solution are added at the same temperature. Thereafter five times in two-hour periods further 1.2 cm3 of 1.0 M aqueous TBA solution are added to the reaction mixture. The mixture is stirred for further 24 hours, evaporated and by adding 3 x40 cm3 eof ethylacetate, the residual water is removed by repeating azeotropic distillation three times. Into the residue thus obtained 34 cm of ethylacetate and 10 cm3 of distilled water are added. Subsequently 3.7 cm3 of 2.2 M aqueous ZnSO4 solution are added into the biphasic mixture in ten minutes at a temperature between 20 and 25 °C. After one hour stirring, the layers are separated, the organic layer is washed with 2x 10 cm of 2.2 M aqueous ZnSO4 solution and 10 cm of distilled water. The organic layer is evaporated and the remaining water is removed by repeated azeotropic distillation using ethylacetate. The suspension is cooled, filtered, washed with 3 cm of ethylacetate and dried in vacuo. Thus 2.50 g (81 percent) of crude product are obtained, which are stirred in the solutio of 1.2 mg of sodium hydroxide in 12 cm of distilled water in an argon atmosphere for 36 hours at a temperature between 0 and 5 °C. The mixture is filtered, washed with alkaline water having the same composition as described above and dried in vacuo protected from light. Thus 2.25 g (90 percent) of title product are obtained.

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, 147118-40-9, Rosuvastatin methyl ester.

Reference:
Patent; EGIS GYOGYSZERGYAR NYILVANOSAN M?KOeD? RESZVENYTARSASAG; KOVANYINE LAX, Gyoergyi; SIMIG, Gyula; VOLK, Balazs; BARTHA, Ferenc Lorant; KRASZNAI, Gyoergy; RUZSICS, Gyoergy; SIPOS, Eva; NAGY, Kalman; MOROVJAN, Gyoergy; BARKOCZY, Jozsef; KESZTHELYI, Adrienn; IMRE, Janos; BAGYINSZKI, Gabor; WO2012/73055; (2012); A1;,
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Related Products of 2915-16-4, 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 2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

3.5 g (8.55 mmol) of an intermediate product marked as the compound A, 2.74 g (10.26 mmol) of 2-chloro-4,6-diphenyl-pyrimidine, NaH, and dimethylformamide were put in a 100 mL round flask and then, agitated at room temperature under a nitrogen flow. Next, an organic solvent therein was distillated and removed under a reduced pressure and treated through a column chromatography, separating and obtaining a compound represented by Chemical Formula 43.823 g (yield: 70%). The compound represented by Chemical Formula 4 was subjected to elemental analysis. The result is as follows. Calcd. C46H30N4: C, 86.49; H, 4.73; N, 8.77. found: C, 86.24; H, 4.89; N, 8.55.

According to the analysis of related databases, 2915-16-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KIM, Hyung-Sun; YU, Eun-Sun; CHAE, Mi-Young; LEE, Ho-Jae; MIN, Soo-Hyun; US2013/56720; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 171178-47-5, 6-Chloropyrido[3,4-d]pyrimidin-4(3H)-one, 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, COA of Formula: C7H4ClN3O, blongs to pyrimidines compound. COA of Formula: C7H4ClN3O

Step (F) : 4- (6-CHLORO-4-OXO-4H-PYRIDO [3, 4-D] PYRIMIDIN-3-YLMETHYL)-BENZOIC acid tert-butyl ester A 2 L round bottomed flask was charged with 6-chloro-3H-pyrido [3,4- D] PYRIMIDIN-4-ONE (61.9 g, 0.34 moles), CS2CO3 (155 g, 0. 48 moles, 1.4 mole equivalents), and 900 mL of DMF. The slurry was stirred for 5 minutes, then t- butyl-4-bromomethylbenzoate (129 g, 0.48 moles, 1.4 mole equivalents) was added, and stirring of the resulting thick slurry was continued. After 15 minutes HPLC (C18,4 : 1/CH3CN : 0. 1% TFA, 254 nm, 1 ML/MIN) showed less than 3% of 6-chloro-3H-pyrido [3,4-d] PYRIMIDIN-4-ONE remained. After 30 minutes the reaction was complete. Added 450 mL of H20 to the slurry, and collected the resulting solid by filtration. The solid was washed twice with 2: 1/DMF: H20, once with H2O, and dried overnight in the vacuum oven at 45C. The reaction yielded 124 g (98% total) OF 4- (6-CHLORO-4-OXO-4H-PYRIDO [3,4-d] pyrimidin-3- ylmethyl) -benzoic acid tert-butyl ester as a white solid that was 99% pure by HPLC. OH (DMSO) 8.94 (1 H, d), 8. 71 (1 H, s), 7.99 (1 H, d), 7. 83 (2 H, d), 7.45 (2 H, d), 5.26 (2 H, s), 1.49 (9 H, s) MS [M+H] + 372 HPLC 99.02%, RT 2. 90 min ; YMC Pack Pro C18 4. 6X150 mm, 3F ; A: 0.05% TFA in H2O, B: 0. 05% TFA in CH3CN ; 10% B to 95% B over 15 minutes, hold for 5 minutes; X 240 nm, 1 ml/min

The synthetic route of 171178-47-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/16926; (2005); A1;,
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Application of 6299-85-0, 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.6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, molecular formula is C6H4Cl2N2O2, molecular weight is 207.0142, as common compound, the synthetic route is as follows.

Methyl 2,6-dichloropyrimidine-4-carboxylate (150 mg, 725 pmol) and [4-(trifluoromethyl)phenyl]boronic acid (124 mg, 652 pmol) were dissolved in 3 ml. dioxane, aqueous sodium carbonate solution (1.1 ml_, 2.0 M, 2.2 mmol) and tetrakis(triphenylphosphine)palladium(0) (83.7 mg, 72.5 pmol) were added. The mixture was stirred for 2h at 90C. The reaction mixture was filtered and the precipitate was washed with DCM to give the title compound as a salt ( 350 mg, 0.69 mmol, 60% purity). LC-MS (Method 1 ): Rt = 0.69 min; MS (ESIneg): m/z = 301 [M-H]

The chemical industry reduces the impact on the environment during synthesis 6299-85-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; LEFRANC, Julien; SCHMEES, Norbert; ROeHN, Ulrike; ZORN, Ludwig; GUeNTHER, Judith; GUTCHER, Ilona; ROeSE, Lars; BADER, Benjamin; STOeCKIGT, Detlef; PLATTEN, Michael; (122 pag.)WO2019/101641; (2019); A1;,
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Related Products of 126352-69-0, 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 126352-69-0, name is 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

(2) To acetic anhydride (0.153 ml) was added formic acid (0.077 ml) at 15-20 C. The mixture was stirred at ambient temperature for 30 minutes. To this solution was added 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (100 mg) under ice-cooling and the mixture was stirred at the same temperature for 1 hour. The reaction mixture was added to a mixture of dichloromethane and aqueous sodium bicarbonate solution. The separated organic layer was dried over magnesium sulfate and evaporated in vacuo to give 4-formyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (79.9 mg). IR (Nujol): 1670, 1535, 1500, 1450, 1430, 1400 cm-1. NMR (DMSO-d6, delta): 1.97-2.27 (2H, m), 3.62-3.91 (2H, m), 3.97-4.24 (2H, m), 6.22 and 6.48 (1H, each d, J=3 Hz), 7.29 (1H, d, J=3 Hz), 8.19 and 8.77 (1H, each s).

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 126352-69-0, 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine.

Reference:
Patent; Fujisawa Pharmaceutical Company, Ltd.; US5173485; (1992); A;,
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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. 33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, the common compound, a new synthetic route is introduced below. COA of Formula: C6H4Cl2N2OS

4,6-Dichloro-2-methylsulfanyl-pyrimidine-5-carbaldehyde (7.54 g, 0.0338 mol) was added to 80 mL of dioxane and stirred for 10 minutes at room temperature. Diisopropyl ethylamine (6.03 mL, 0.0340 mol) was added and the mixture was cooled in an ice bath with stirring for 10 minutes. Anhydrous hydrazine (1.08 mL, 0.0338 mmol) was added dropwise over three minutes, and stirring was continued for an additional five minutes. The ice bath was removed, and the reaction ixture was heated to reflux with stirring for two hours. The reaction mixture was then stirred at room temperature for 16 hours. The reaction mixture was concentrated under reduced pressure, and the residue was added to 20 mL of 2 N HCl and 100 mL EtOAc. The resulting suspension was stirred and filtered, ad the solid was washed with water followed by EtOAc. The organic phase of the filtrate was collected, and the aqueous phase was extracted three times with 150 mL EtOAc. The combined organic phases were dried (MgSO4), filtered, and the filtrate was evaporated under reduced pressure. The resulting solid was washed with diethyl ether/hexanes (1:1) and the solid was dried to provide 3.13 g of crude 4-Chloro-6-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidine. Mass Spec. M+H=201.

The synthetic route of 33097-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2005/203091; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 183438-24-6, 5-Bromo-2-iodopyrimidine, 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, HPLC of Formula: C4H2BrIN2, blongs to pyrimidines compound. HPLC of Formula: C4H2BrIN2

Example 54: 5-bromo-2-(trifluoromethyl)pyrimidine:; A mixture of 1.77 g (30.35 mmoles, 1.33 eq.) of KF and 5.79 g (30.35 mmoles, 1.33 eq.) of CuI were stirred and heated together using a heat gun under vacuum (1 mm) for 20 min. After cooling, 20 ml_ of DMF and 20 ml of NMP were added followed by 4.1 ml_ (27.38 mmoles, 1.20 eq.) of CF3-TMS and 6.5 g (22.82 mmoles, 1.0 eq.) of 5-bromo-2- iodopyrimidine. The mixture was stirred at RT for 16h. The crude mixture was poured onto 200 ml_ of NH4OH 6N and the aqueous phase was extracted six times with 50 mL of AcOEt. The combined organic layers were washed three times with 50 mL of a saturated solution of Na2CO3, once with 50 mL of brine, dried over Na2SO4, filtered and evaporated to dryness. The crude compound was purified by flash chromatography on silica gel to give 940 mg of a white solid.Yield : 18 % M.P. : 33-39C EPO LC-MS : T1. = 4.32 min. (100 %) (no ionization)) [Column : Nucleosil C-18HD, 4×70 mm, 3mum, gradient CH3CN/H2O/TFA 0.05% : 20-100% CH3CN (6 min.), 100% CH3CN (1.5 min.), flow : 1 mL/min].1H-NMR (CDCI3, 300 MHz) delta : 8.93 (s, 2H). 19F-NMR (CDCI3, 282 MHz) delta : -70.8.

The synthetic route of 183438-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/136442; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2240-25-7, 4-Amino-5-bromopyrimidin-2(1H)-one, 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, 2240-25-7, blongs to pyrimidines compound. Application In Synthesis of 4-Amino-5-bromopyrimidin-2(1H)-one

A mixture of compound 5-bromocytosine (150 g, 789 mmol, 1.00 equiv) and ethyl 3- bromo-2-oxo-propanoate (385 g, 1.97 mol, 247 mL, 2.50 equiv) in AcOH (1.5 L) was stirred at 120 C for 2 h. The crude 1H NMR spectrum indicated that the reaction was complete. Three batches were concentrated to provide a residue that was triturated with MTBE (3 L) and filtered. The filter cake was washed with water (1 L x 4) and dried to afford ethyl 8-bromo-5-oxo-5, 6- dihydroimidazo[l, 2-c]pyrimidine-2-carboxylate (300 g, 1.05 mol, 44.3% yield) as a brown solid. 1H NMR (400MHz, DMSO-d6) d 12.47 – 11.64 (m, 1H), 8.33 (s, 1H), 8.06 (s, 2H), 7.73 (s, 1H), 4.31 (q, 7= 7.1 Hz, 2H), 1.32 (t, J= 7.1 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2240-25-7, its application will become more common.

Reference:
Patent; MIRATI THERAPEUTICS, INC; MARX, Matthew, Arnold; LEE, Matthew, Randolph; BOBINSKI, Thomas, P.; BURNS, Aaron, Craig; ARORA, Nidhi; CHRISTENSEN, James, Gail; KETCHAM, John, Nichael; (225 pag.)WO2019/152419; (2019); A1;,
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Reference of 769-42-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 769-42-6 as follows.

General procedure: To a mixture of aldehyde (1.1 mmol), beta-naphthol(1.0 mmol), and 1,3-dimethylbarbutyric acid (1.0 mmol),3 mol% of ZrOCl2/nano-TiO2 were added as the catalyst,and the mixture was stirred for an appropriate time at 100C in an oil bath. After completion of the reaction, indicatedby TLC, the reaction mixture was dissolved in the appropriatevolume of hot ethanol, stirred for 5 min, filtered,and the heterogeneous catalyst recovered. Solution withproduct was concentrated and recrystallized from ethanolto get pure compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,769-42-6, its application will become more common.

Reference:
Article; Mohaqeq, Mahboubeh; Safaei-Ghomi, Javad; Shahbazi-Alavi, Hossein; Acta Chimica Slovenica; vol. 62; 4; (2015); p. 967 – 972;,
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