Pyrimidines

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. 42839-09-8, name is 2-Pyrimidinemethanol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Pyrimidinemethanol

EXAMPLE 11 5-Butyl-9-[1-(2,4-dimethyl-pyridine-3-carbonyl)-4-methyl-piperidin-4-yl]-3-pyrimidin-2-ylmethyl-1-oxa-3,9-diaza-spiro[5.5]undecan-2-one (IV-5) Pyrimidin-2-ylmethyl methanesulfonate (48)-To a solution of pyrimidin-2-yl-methanol (CASRN 42839-09-8, 2 g, 1.8 mmol) and DCM (1 mL) cooled to 0 C. was added sequentially TEA (0.062 mL) and methanesulfonyl chloride (0.2 mL). The reaction mixture was stirred for 3 h then washed with aqueous NH4Cl. The solvent was removed in vacuo and residue was purified by SiO2 chromatography eluding with MeOH/DCM (1:20) to afford 0.2 g (58%) of 48. The title compound was prepared by the procedure described in steps 10-12 of example 2 except in step 10, 3-methoxy-cyclohexylmethyl tosylate was replaced with 48, and in step 12, 4,6-dimethyl-pyrimidine-5-carboxylic acid was replaced with 2,4-dimethyl-nicotinic acid. The product was purified by preparative HPLC (acetonitrile-0.01M TFA) to afford IV-5 as the trifluoroacetate salt: MS [M+]=549.

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, 42839-09-8, 2-Pyrimidinemethanol.

Reference:
Patent; Rotstein, David Mark; Melville, Chris Richard; US2008/249087; (2008); A1;,
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Electric Literature of 5767-35-1, 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. 5767-35-1, name is 4-Chloro-6-hydrazinopyrimidine. A new synthetic method of this compound is introduced below.

A mixture of N-cyano-N’-(4-morpholinopheny)-O-phenylisourea (8.76 g, 27.2 mmol, 4-chloro-6-hydrazino-pyrimidine (4.12 g, 28.5 mmol) and di-iso-propylethylamine (18.9 mL, 109 mmol) in N-methyl-pyrrolidinone (50 mL) was heated in the microwave apparatus at 220C for 5 min, cooled, poured into ice-water, stirred 0.5h and filtered to obtain crude product (9.30 g). Purification by flash chromatography (SiO2) eluted with 2:98 methanol : dichloromethane provided the title compound (3.91 g, 39% yield) as a yellow powder.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5767-35-1, 4-Chloro-6-hydrazinopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/46120; (2004); A2;,
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Related Products of 66131-68-8, 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. 66131-68-8, name is 2-Chloro-N-methylpyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Potassium t-butoxide (165MG) was added to the product of example 1 step b) (0.2g) and 2-chloro-N-methyl-4-pyrimidinamine (105MG) in NMP (3ML). THE mixture was stirred at 60 C for 20h. The resulting mixture was cooled, acidified with acetic acid (LML) and purified by reverse phase HPLC (Symmetry gradient 90-50% aqueous, ammonium acetate (0.2% aq. ) in acetonitrile) to give the title compound as a solid (40mg). MS (APCI+) 383 [M+H] + H NMR 8 (DMSO 9O O 8.32 (d, lH), 7.82 (d, LH), 7.68 (dd, LH), 6.97 (s, LH), 6.81 (d, lH), 6.08 (d, LH), 5.15 (heptet, 1H), 4.05-3. 97 (m, 2H), 3.51-3. 44 (m, 4H), 3.43-3. 36 (m, 2H), 2.78 (d, 3H), 2.07-2. 00 (m, 2H), 1.87-1. 82 (m, 4H), 1.73-1. 63 (m, 2H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,66131-68-8, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2004/74278; (2004); A1;,
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Synthetic Route of 1780-26-3, 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. 1780-26-3, name is 2-Methyl-4,6-dichloropyrimidine. A new synthetic method of this compound is introduced below.

To the stirred solution of 2-amino-N-(2-chloro-6-methylphenyl)thiazole-5- carboxamide 9 (15.0 g, 0.06 mol) and 4,6-dichloro-2-methylpyrimidine (10.9 g, 0.07 mol) in tetrahydrofuran (THF) (150.0 mL) was added a 29% wt.solution of NaOtBu in THF (64.9 g, 0.2 mol) at 10-20C, over 15-20 minutes. The mixture was stirred at room temperature for 1h and cooled to 0-5C. 1N Hydrochloric acid (~90.0 mL) was added slowly to pH 2-3 followedby the added water 90.0 mL) and stirred for 2h at 0-5C, product was filtered and washed the wet cake with water (60.0 mL) followed by acetone (30.0 mL) gave 5 (20.7 g, 94%).UV (Methanol): max, 319.6 & 203.2 nm; IR (KBr, cm-1): 3420.3 (N-H), 3016.6 (Ar C-H), 1638.6 (C=O); 1H NMR spectrum (400 MHz, DMSO-d6), delta, ppm (J, Hz): 12.23 (s, 1H, thiazole-NH), 10.02 (s, 1H, amide-NH), 8.32 (s,1H, thiazole-H), 7.42-7.40 (m, 1H, Ar-H), 7.31-7.25 (m, 2H, J =7.5, Ar-H), 6.95 (s, 1H, pyrimidine-H), 2.59 (s,3H, Ar-CH3), 2.25 (s, 3H, pyrimidine-CH3); 13C NMR spectrum (100 MHz, DMSO-d6), delta, ppm: 167.4(pyrimidine-C), 161.2 (pyrimidine-C), 159.5 (pyrimidine-C), 158.5 (amide-C), 157.6 (thiazole-C), 140.8 (Ar-C),138.8 (thiazole-C), 133.3 (Ar-C), 132.4 (Ar-C), 129.0 (Ar-C), 128.3 (Ar-C), 127.2 (thiazole-C), 103.4 (pyrimidine-C), 67.0 (pyrimidine-C), 25.2 (Ar-CH3), 18.3 (pyrimidine-CH3); MS (ESI) m/z 391.9 [M – H] – [5].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1780-26-3, 2-Methyl-4,6-dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Suresh, Garbapu; Nadh, Ratnakaram Venkata; Srinivasu, Navuluri; Yennity, Durgaprasad; Synthetic Communications; vol. 47; 17; (2017); p. 1610 – 1621;,
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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. 1500-85-2, name is 7H-Pyrrolo[2,3-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., Application In Synthesis of 7H-Pyrrolo[2,3-d]pyrimidin-4-amine

500 mg (3.7 mmol) of 7H-pyrrolo[2,3-d]pyrimidin-4-amine were dissolved in 40 mL of dry DMF and 1.03 g (3.7 mmol) of tert-butyl 4-[(methylsulfonyl)oxy]piperidine-1-carboxylate were added, followed by 3.87 g (3.7 mmol) of caesium carbonate, under argon atmosphere. The mixture was heated in a microwave apparatus at 100 C for 4 hours, then the solvent removed under vacuum.The residue was taken up with dicholomethane and washed with brine. Theorganic layer was dried over Na2S04 and evaporated to give, after trituration with diethyleher, 420 mg of the title compound. (36%)

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, 1500-85-2, 7H-Pyrrolo[2,3-d]pyrimidin-4-amine.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; ANGIOLINI, Mauro; BUFFA, Laura; MENICHINCHERI, Maria; MOTTO, Ilaria; POLUCCI, Paolo; TRAQUANDI, Gabriella; ZUCCOTTO, Fabio; WO2014/184069; (2014); A1;,
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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. 49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

Aqueous ammonia(8.0ml) and N,N-diisopropylethylamine(13.2ml) were dissolved into 150ml dichloromethane. The mixture was added dropwise to a solution of 2,4-dichloro-5-nitropyrimidine(10.0g) in dichloromethane(30ml) at 0C. After the completion of the dropwise addition, the mixture was kept at the same temperature to react for 1 hour. The precipitate was filtered off. The filter cake was recrystallized to obtain a yellow solid(8.1g) in a yield of 90.1%. 1H NMR(400 MHz, DMSO-d6): delta 9.20(s, 1H), 9.02(s, 1H), 8.60(s, 1H)ppm.

The synthetic route of 49845-33-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
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Reference of 13544-44-0 , The common heterocyclic compound, 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine, molecular formula is C4HCl2IN2, 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.

(S)-3-(l-Aminoethyl)-8-(l-methyl-lH-pyrazol-4-yl)-2-phenylisoquinolin-l(2H)-one (63) (570 mg, 1.66 mmol), 2,4-dichloro-5-iodopyrimidine (455 mg, 1.66 mmol) and DIEA (0.27 mL, 1.66 mmol) were dissolved in n-butanol (12 mL) in a sealed tube, and the resulting mixture was stirred at 100 C for 16 h. The mixture was allowed to cool to RT, quenched with water and extracted with ethyl acetate (150 mL x 2). The combined organic layers were washed with brine, dried over Na2SC>4 and filtered. The filtrate was concentrated in vacuo to afford the product (S)-3-(l- ((2-chloro-5 odopyrimidin-4-yl)amino)ethyl)-8-(l-methyl-lH-pyrazol-4-yl)-2-phenylisoquinolin-l(2H)-one (64) as an oil. The product obtained was used in the next step without purification. ESI-MS m/z: 583.0 [M+H]+.

The synthetic route of 13544-44-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTELLIKINE, INC.; INFINITY PHARMACEUTICALS, INC.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; CASTRO, Alfredo, C.; EVANS, Catherine, A.; WO2011/146882; (2011); A1;,
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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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below., HPLC of Formula: C5HCl3N2O

Step 3: To a solution of 7f (1.5g, 7.1mmol) in EtOH (50mL) was added drop-wise a solution of 7e (6.8g, 20mmol) in EtOH (30mL), followed by TEA (4.46mL, 32mmol) at -78°C. The resulting mixture was stirred at -78°C for 30min, warmed to 0°C for 30min and adjusted to pH=5~6 with 3N HCl subsequently. The solid was collected by filtration, washed with water and cold ethanol and dried to give 7g (1.04g, 60percent).

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, 50270-27-4, 2,4,6-Trichloropyrimidine-5-carbaldehyde.

Reference:
Patent; TYROGENEX, INC.; LIANG, Congxin; WO2011/41399; (2011); A2;,
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Application of 205672-25-9, 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. 205672-25-9, name is 4-Amino-5-bromo-2-chloropyrimidine. A new synthetic method of this compound is introduced below.

1 L reaction flask was charged with 20.8 g (0.1 mol) of Compound I and 208 mL of tetrahydrofuran,After stirring and dissolving,The system was cooled to -78 C. After the temperature was stabilized, 62.5 mL of n-butyllithium-n-hexane (15% concentration) was added dropwise. A solution of 12.9 g (0.125 mol) of N-methoxy-N-methylacetamide and 129 mL of tetrahydrofuran was added dropwise while maintaining the temperature for 10 min. After stirring for 1 h, the system was warmed to 0 C and 100 mL of saturated ammonium chloride solution was added. After stirring for 30 min, the mixture was extracted with 3X 300 mL of ethyl acetate. The organic layers were combined and the organic layer was washed with 3X 300 mL of saturated brine and dried over anhydrous magnesium sulfate Dried, filtered and concentrated to give 15.8 g of crude yellow solid, yield: 91.9%, used directly in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,205672-25-9, 4-Amino-5-bromo-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Zhongbang Pharmaceutical Co., Ltd.; Han Xiaojun; Huang Shuang; Qian Gang; Liu Liping; Sheng Zecui; (9 pag.)CN105153149; (2017); B;,
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Adding a certain compound to certain chemical reactions, such as: 16234-10-9, Thieno[3,2-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, Recommanded Product: 16234-10-9, blongs to pyrimidines compound. Recommanded Product: 16234-10-9

Thieno[3,2-d]pyrimidine-4(3H)-one (4.9 g) was dissolved in acetic acid (20 mL) and then brome (5 mL) was added thereto. In a sealed reactor, the reaction mixture was stirred at 120 C. for 10 hours. The reaction mixture was cooled to room temperature and distilled under reduced pressure to remove acetic acid. The resulting mixture was added to ice water and the resulting solid was filtered and then dried to obtain the title compound without further purification. 1H NMR (400 MHz, DMSO-d6) delta 12.75 (brs, 1H), 8.36 (s, 1H), 8.24 (s, 1H).

The synthetic route of 16234-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANMI SCIENCE CO., LTD.; CATHOLIC UNIVERSITY INDUSTRY ACADEMIC COOPERATION FOUNDATION; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; Son, Jung Beom; Jung, Seung Hyun; Choi, Wha ll; Jung, Young Hee; Choi, Jae Yul; Song, Ji Yeon; Lee, Kyu Hang; Lee, Jae Chul; Kim, Eun Young; Ahn, Young Gil; Kim, Maeng Sup; Choi, Hwan Geun; Sim, Tae Bo; Ham, Young Jin; Park, Dong-sik; Kim, Hwan; Kim, Dong-Wook; US2013/53370; (2013); A1;,
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