Pyrimidines

Application of 2227-98-7, 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. 2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine, molecular formula is C6H6N4, 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.

To a solution of 1 -((4RS, 5RS)-2,2-dimethyM-(methylthiomethyl)-1 ,3-dioxan-5-yl)-lambda/- methylmethanamine (30 mg, 137 mumol) in dioxane (2 mL) and water (0.5 mL) was added 9-deazaadenine (27.5 mg, 205 mumol) and 37% aqueous formaldehyde (15.86 mul,205 mumol). The reaction mixture was heated at 85 0C for 15 mins and then cooled and7N NH3ZMeOH (2.5 mL) was added. The solution was allowed to stand at RT for 3 days and concentrated to dryness. Chromatography (10% 7N NH3/MeOH in CH2CI2) gave 7-(((((4RS,5RS)-2,2-dimethyM-(methylthiomethyl)-1 ,3-dioxan-5- yl)methyl)(methyl)amino)methyl)-5H-pyrrolo[3,2-cdpyrimidin-4-amine (34 mg, 93 mumol,68 % yield) as a syrup. 1H NMR (CD3OD) delta 8.16 (1H, s); 7.45 (1H, s); 3.86 (1H, dd, J= 5.2, 11.9 Hz); 3.73-3.58 (3H, m); 3.52 (1 H1 dd, J = 10.6, 11.7 Hz); 2.79 (1 H, dd, J =2.5, 14.0 Hz); 2.53 (1H, dd, J = 7.1, 14.0 Hz); 2.32 (1H, dd, J = 5.5, 12.7 Hz); 2.24 (3H, s); 2.16 (1H, dd, J = 8.1 , 12.4 Hz); 2.06 (3H, s); 2.03-1.96 (1H, m); 1.36 (3H, s); 1.31(3H. s). 13C NMR (CD3OD) delta 152.6, 151.4, 147.8, 130.6, 115.7, 113.4, 100.1 , 75.9,64.7, 57.3, 52.4, 43.6, 39.3, 38.3, 29.9, 20.4, 17.4.

According to the analysis of related databases, 2227-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INDUSTRIAL RESEARCH LIMITED; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; WO2008/30118; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 69034-12-4, 2-Chloro-5-(trifluoromethyl)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, name: 2-Chloro-5-(trifluoromethyl)pyrimidine, blongs to pyrimidines compound. name: 2-Chloro-5-(trifluoromethyl)pyrimidine

Under argon protection, the ice water was cooled, and 2-chloro-5-trifluoromethylpyrimidine (19 g, 104 mmol) was added to a 500 mL three-necked flask.Anhydrous tetrahydrofuran (100 mL) and tetrakistriphenylphosphine palladium (4.6 g, 4 mmol),The prepared compound 2 of tetrahydrofuran was poured into a constant pressure dropping funnel.The reaction solution was dropped (maintained at 20 C or lower). The reaction was carried out at room temperature overnight.Under ice bath, slowly add 10% ammonium chloride solution (300 mL) to quench the reaction.Ethyl acetate (300 mL) was added, and the black insoluble material was filtered off with Celite.The aqueous phase was extracted once more with ethyl acetate (200 mL).Wash with saturated brine, dry over anhydrous sodium sulfate, spin dry, sample, and purified by column chromatography.Obtained as a pale yellow liquid, compound 3 (25 g, 95 mmol, 91%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Jifeng Biological Technology Co., Ltd.; Xu Hongyan; Ma Jingxiang; (4 pag.)CN109988116; (2019); A;,
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Synthetic Route of 1119280-66-8, 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.1119280-66-8, name is 2-Chloro-5H-pyrrolo[3,2-d]pyrimidine, molecular formula is C6H4ClN3, molecular weight is 153.5691, as common compound, the synthetic route is as follows.

1-Bromopropane (132 mg, 1.074 mmol) was added to a solution of product of Example 1001 (150 mg, 0.977 mmol) in DMF (10 mL) followed by cesium carbonate (0.477 g, 1.074 mmol), and the mixture was stirred at 25 C for 4 h. Insoluble solids were filtered off, and filtrate was concentrated. Residue was partitioned between ethyl acetate and water. Organic layer was separated, washed with brine, dried over sodium sulphate, filtered and concentrated in vacuo. The crude product was purified by flash chromatography using 5% ethyl acetate in hexane to afford title compound (0.15 g, 74.6%) as a brown color syrup. 1H NMR (300MHz, CDC13): delta 8.68 (s, 1H), 7.51 (d, J = 3.0 Hz, 1H), 6.62 (d, J = 2.7 Hz, 1H), 4.16 (t, J = 6.9 Hz, 2H), 1.91 (m, 2H), 0.94 (t, J = 7.5 Hz, 3H).

The chemical industry reduces the impact on the environment during synthesis 1119280-66-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE LLC; QIN, Donghui; CHEUNG, Mui; JOSHI, Hemant; TANGIRALA, Raghuram; BETHI, Sridhar, Reddy; WO2012/162129; (2012); A1;,
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Pyrimidine – Wikipedia

Application of 1032452-86-0, 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.1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, molecular formula is C13H10ClN3, molecular weight is 243.69, as common compound, the synthetic route is as follows.

60 g (246 mmol) of Intermediate 2 was dissolved in 500 mL of 1,4-dioxane, and 45.8 g (246 mmol) of 4-fluoro-2-methoxy-5-nitroaniline was sequentially added to the above mixed solution. 50.8 g (295 mmol) of p-toluenesulfonic acid, heated to 85 C and stirred for 3 h. After completion of the reaction, the mixture was cooled to room temperature, and 10 mL of dilute aqueous ammonia was added to the reaction mixture to quench the reaction. The mixed solution was added dropwise to 500 mL of water, stirred at room temperature for 3 hours, filtered, and the filter cake was dried to give 93.6 g of pale yellow-green solid.The yield is 96.7%.

Statistics shows that 1032452-86-0 is playing an increasingly important role. we look forward to future research findings about 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Zhao Bingbing; Xu Shan; Xiao Zhen; Hu Xiaohan; Zhou Zhihui; He Jie; Lai Luogen; Yang Qi; Tian Fajuan; (31 pag.)CN109280048; (2019); A;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6328-58-1, 6-Methyl-2-(methylthio)-1H-pyrimidin-4-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, Safety of 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one, blongs to pyrimidines compound. Safety of 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one

b 4-[[(6-Methyl-4(3H)-oxopyrimidin-2-yl)amino]methyl]-benzonitrile Prepared analogously to Example 84b) from 6-methyl-2-(methylthio)pyrimidin-4(3H)-one and 4-cyanobenzenemethanamine in a yield of 67% of theory. Crystals, Mp. 222-224 C. (Methanol). IR (KBr): 3359.8 (N–H), 2227.7 (C N), 1664.5 (C=O) cm-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6328-58-1, 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one, and friends who are interested can also refer to it.

Reference:
Patent; Karl Thomae GmbH; US6114390; (2000); A;,
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Pyrimidine – Wikipedia

Synthetic Route of 1053228-29-7, 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. 1053228-29-7, name is 2,4-Dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H2Cl2FN3, 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.

A mixture of 2,4-dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine (0.44 g, 2.14 mmol) and N, N-Diisopropylethylamine (0.57 mL, 3.2 mmol) in s-Butanol (5 mL) was added (S)-(-)-l-Phenylethylamine (0.34 g, 2.78 mmol) at ambient temperature. The mixture was stirred at reflux for 3 hours. Solvent was removed under reduced pressure. The residue obtained was purified by flash chromatography on silica gel 1 : 1 hexane/ethyl acetate to give 2-chloro-5-fluoro-N-[(l S)-l-phenylethyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.45 g, 72% yield) as solid. LCMS ESI (+) m/z 291 (M+H)

According to the analysis of related databases, 1053228-29-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PELOTON THERAPEUTICS, INC.; WANG, Bin; YANG, Hanbiao; BEDKE, Karl; WEHN, Paul; RIZZI, James P.; (241 pag.)WO2018/183635; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 2164-66-1, name is Methyl 2-aminopyrimidine-4-carboxylate, molecular formula is C6H7N3O2, 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. COA of Formula: C6H7N3O2

2-Amino-4-methoxycarbonylpyrimidine (3.0g, 20mmol, Reference Compound No.3-1) was suspended in a mixture solvent of ethanol (150mL) and dichloromethane (20mL), then sodium borohydride (2.2g, 59mmol) was added thereto at room temperature, and the whole was stirred for 24 hours. Acetone (20mL) was added gradually under ice-cooling, and then 2M hydrochloric acid was added until the bubbles were no longer formed. Saturated aqueous sodium hydrogencarbonate solution was added to adjust the pH of the reaction mixture to 8, and the precipitated solid was filtered out. The filtrate was concentrated under reduced pressure, then suspended in a 10% methanol-chloroform solution, and the mixture was filtered again with silica gel (5.0g). The filtrate was evaporated under reduced pressure, the precipitated solid was filterd off with ethyl acetate, and dried under reduced pressure to give 1.8g of the title Reference Compound as a pale yellow solid (Yield: 73%) 1H-NMR (400MHz, DMSO-d6) delta 4.30(s,2H),5.35(s,1H),6.48(s,2H),6.65(d,J = 4.9 Hz,1H),8.19(d,J = 4.9 Hz,1H)

With the rapid development of chemical substances, we look forward to future research findings about 2164-66-1.

Reference:
Patent; SANTEN PHARMACEUTICAL CO., LTD.; EP1864977; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 89793-12-4, 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.89793-12-4, name is Ethyl 2-chloropyrimidine-5-carboxylate, molecular formula is C7H7ClN2O2, molecular weight is 186.6, as common compound, the synthetic route is as follows.

A mixture of aniline (3.7 g, 40 mmol), compound 1 (7.5 g, 40 mmol), and K2C03 (11 g, 80 mmol) in DMF (100 ml) was degassed and stirred at 120 C under N2 overnight. The reaction mixture was cooled to r.t. and diluted with EtOAc (200 ml), then washed with saturated brine (200 ml chi 3). The organic layers were separated and dried over Na2S04, evaporated to dryness and purified by silica gel chromatography (petroleum ethers/EtOAc = 10/1) to give the desired product as a white solid (6.2 g, 64 %).

Statistics shows that 89793-12-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-chloropyrimidine-5-carboxylate.

Reference:
Patent; ACETYLON PHARMACEUTICALS, INC.; NORTH, Brian; QUAYLE, Steven; (56 pag.)WO2018/81585; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 32779-37-6, 2,5-Dibromopyrimidine, 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, Computed Properties of C4H2Br2N2, blongs to pyrimidines compound. Computed Properties of C4H2Br2N2

15.00 g (63.10 mmol) of 2,5-dibromopyrimidine (for preparation see: D. W. Arantz and D. J. Brown in Journal of the Chemical Society C, 1971, p. 1889), 14.40 g (63.10 mmol) of 3-benzyloxybenzeneboronic acid, 13.40 g (126.2 mmol) of sodium carbonate and 0.73 g (0.63 mmol) of tetrakis(triphenylphosphine)palladium(0) are heated at 80 C. for 4 hours in 150 ml of toluene, 75 ml of ethanol and 50 ml of water. The reaction mixture is subsequently partitioned between ether and water, the organic phase is washed twice with sodium chloride solution, dried over sodium sulfate and evaporated, and the residue is purified by chromatography (silica gel/dichloromethane), giving 15.14 g of 5-bromo-2-(3-benzyloxyphenyl)pyrimidine. STR14

The synthetic route of 32779-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US5447656; (1995); A;,
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Pyrimidine – Wikipedia

Electric Literature of 1722-12-9, 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 1722-12-9, name is 2-Chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A broad Schlenk tube equipped with a stirring bar was loaded with 2-halopyridine (if not other noted 2-bromopyridine) (1 eq.), imidazole (3 eq.) and K2CO3 (2 eq.). The reaction mixture was degassed to 10-3 mbar and put under argon atmosphere (Argon 6.0). Thereafter, the mixture stirred at 190C for 18h. After cooling to r.t. the mixture was diluted in water, extracted three times with chloroform and washed three times with saturated aqueous Na2CO3 solution. The combined organic phases were dried over MgSO4, filtrated and the solvent was removed under reduced pressure to leave a colorless oil or colorless solid.

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; Raba, Andreas; Anneser, Markus R.; Jantke, Dominik; Cokoja, Mirza; Herrmann, Wolfgang A.; Kuehn, Fritz E.; Tetrahedron Letters; vol. 54; 26; (2013); p. 3384 – 3387;,
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