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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2,4-Dichloro-5-pyrimidinecarbonyl chloride

A solution of 2,4-dichloropyrimidine-5-carbonyl chloride (1.00 g, 4.76 mmol) in ethanol (6.0 mL) was added DIPEA (2.5 raL, 14,4 mmol) slowly at 0 C under nitrogen. After 30 mm, hex-5-yn-1-amine (0.476 g, 4.91 mmol) was added in one portion. The reaction mixture was stirred at room temperature for 3.5 h, then was added dropwise to a solution of 6-azidohexan-1-amine (0.801 g, 5.64 mmol) in ethanol (4.0 mL) at 50 C After the reaction was complete (monitored by LCMS), the mixture was diluted with water (10 mL) and concentrated under a reduced pressure and filtered. The yellow solid was washed with water and dried under vacuum to be used in the next step without further purification (0.723 g, 39% over 3 steps).

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, 2972-52-3, 2,4-Dichloro-5-pyrimidinecarbonyl chloride.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; ZHANG, Weihe; KIREEV, Dmitri; LIU, Jing; MCIVER, Andrew Louis; WO2014/85225; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 60025-09-4, 4-Amino-6-chloropyrimidine-5-carbonitrile, 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: 4-Amino-6-chloropyrimidine-5-carbonitrile, blongs to pyrimidines compound. Recommanded Product: 4-Amino-6-chloropyrimidine-5-carbonitrile

24.89 kg of tetrahydrofuran was added to a 100 L reaction kettle, and stirring was started, followed by the addition of 2.84 kg of (S)-3-(1-aminoethyl)-8-chloro-2-phenylquinolin-4(1H)-one and 1.34. Kg 4-amino-5-cyano-6-chloropyrimidine, heated to 65 ¡À 5 C, then add 4.22 kg of cesium carbonate, continue to reflux for 1 to 1.5 hours, HPLC to monitor the reaction to the end; 7.10 kg of acetone was washed, the solvent was removed from the filtrate, and 20 kg of purified water was added thereto for stirring for 1 to 2 hours, and the mixture was centrifuged, and purified water was washed twice. The obtained solid was air-dried at 70 ¡À 5 C for 10 hours or more to obtain 3.55 kg of the title compound.3.55 kg of the above crude product was added to 43.34 kg of acetone at room temperature, stirred until it was dissolved, filtered, and the filtrate was added to a 100 L reaction vessel, heated to reflux, and some acetone was distilled off until the residue in the kettle was slightly turbid, and the mixture was slowly added dropwise. Kg of methanol, after the completion of the addition, naturally reduce to room temperature, then cool to 5 ¡À 5 C, heat crystallization for more than 1 hour, filtration, filter cake with a mixture of 0.78 kg weight ratio of acetone / methanol = 1/2, the resulting The solid was vacuum dried at 60 ¡À 5 C for more than 12 hours to obtain 2.23 kg of (S)-4-amino-6-((1-(8-chloro-4-oxo-2-phenyl-1,4-di) Hydroquinolin-3-yl)ethyl)amino)pyrimidine-5-cyano, yield 62.0%.

The synthetic route of 60025-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Zhao Liwen; Sha Xiangyang; Ye Shichun; Ding Zhaobing; Chen Cheng; Li Linyi; (19 pag.)CN109516975; (2019); A;,
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Electric Literature of 105806-13-1 , The common heterocyclic compound, 105806-13-1, name is 4,6-Dichloro-5-fluoro-2-methylpyrimidine, molecular formula is C5H3Cl2FN2, 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.

Part A: 5-Fluoro-6-hydrazino-N,2-dimethyl-N-(4-pyridinylmethyl)-4-pyrimidinamine. 4,6-Dichloro-5-fluoro-2-methylpyrimidine (0.18 g, 0.99 mmol) was dissolved in DMSO (1 ml_). To this solution was added triethylamine (0.15 ml_, 1.08 mmol), followed by commercially available N-methyl-1-(4-pyridinyl)methanamine (0.122 g, 1.0 mmol). The reaction was left to stir for 3 hours. Then hydrazine monohydrate was added, and the resulting reaction mixture was stirred overnight at room temperature. The reaction mixture was heated to 6O0C for 90 minutes. After cooling, the reaction mixture was purified by RP-HPLC to provide 5-fluoro-6-hydrazino-N,2-dimethyl-N-(4-pyridinylmethyl)- 4-pyrimidinamine (0.130 g, 49%). LCMS: (M+H)+ = 263.0.

The synthetic route of 105806-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
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Related Products of 56844-12-3, 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. 56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, molecular formula is C6H2BrClN2S, 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.

General procedure: Compound 1 (1.00 g, 4.01 mmol) was mixed with the benzylamine (12.03 mmol) and 1-butanol (3.5 mL) and agitated at 145 C for 18-24 h. Then the mixture was cooled to rt, diluted with water (50 mL) and diethyl ether (150 mL) or EtOAc (150 mL). After phase separation, the water phase was extracted with more diethyl ether (2 ¡Á 50 mL) or EtOAc (2 ¡Á 50 mL). The combined organic phases were washed with saturated aq NaCl solution (50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo, before the crude oil was dried under reduced pressure to constant weight to remove excess benzylamine. The compounds were purified by silica-gel column chromatography or crystallized as specified for each individual compound

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 56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Larsen, Synne; Nonstad, Unni; Bj¡ãrk¡ãy, Geir; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 354 – 374;,
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Electric Literature of 851984-15-1, 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 851984-15-1, name is 6-Chloro-5-fluoropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (3S,4S)-3-aminopiperidin-4-ol 6 (9.4 g, 81.0 mmol, 1.0 equiv) in n-BuOH (100 ml) was added 6-chloro-5-fluoro-pyrimidin-4-ylamine (11.3 g, 76.9 mmol, 0.95 equiv) and the mixture was heated to 120 C overnight. The solid crystallized upon cooling to 20 C. After stirred for 2 h, the mixture was filtered and the solids were washed with MTBE (100 ml), dry under vacuum at 50 C (-0.08 Mpa) for -4-5 hours to afford 17 as a gray solid (17 g, 79.8%). 1H NMR (DMSO-d6, 400 MHz) delta: 1.40-1.45 (m, 1H), 1.93 (m, 1H), 2.60-2.69 (m, 2H), 2.90 (t, J = 12.0 Hz, 1H), 3.41-3.47 (m, 1H), 3.93-4.01 (m, 2H), 7.59 (s, 1H). MS: 227; MS Found: 228 ([M+1]+

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 851984-15-1, 6-Chloro-5-fluoropyrimidin-4-amine.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; CAI, Xiongwei; CHAN, Timothy R.; CONLON, Patrick; HUMORA, Michael; JENKINS, Tracy J.; MACPHEE, J. Michael; SHI, Xianglin; MILLER, Ross A.; THOMPSON, Andrew; WO2013/185082; (2013); A2;,
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Related Products of 5750-76-5 ,Some common heterocyclic compound, 5750-76-5, molecular formula is C4HCl3N2, 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-(isopropylsulfonyl)aniline (3g, 14mmol), add DMF 30ml. Under ice-water bath add batchwise sodium hydride (0.73g, 30mmol), Addition is completed. Room temperature stirring 30min. Add 2,4,5-trichloropyrimidine (3.31g, 18mmol). Stirring at the room temperature 16h. ice water quenching of the reaction, ethyl acetate (30 ml * 3), the combined organic layer, water washing, salt is washed with water, concentrated to dryness to obtain white solid 1.7g, yield 37%, in order to 2 – (isopropyl sulfonyl) aniline calculation.

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. 5750-76-5, 2,4,5-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Qike Pharmaceutical Co., Ltd.; Wu Xueping; Han Dong; Shi Zhuyong; (8 pag.)CN104356112; (2017); B;,
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Pyrimidine – Wikipedia

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 56741-94-7, name is 2-Amino-6-phenylpyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Amino-6-phenylpyrimidin-4(3H)-one

b 4-Chloro-6-phenyl-pyrimidin-2-ylamine A stirred suspension of 3.69 g (19.7 mmol) 2-amino-6-phenyl-3H-pyrimidin-4-one in 4.5 ml (49.2 mmol) phosphorus oxychloride was heated at reflux for 2 h. The reaction mixture was then cooled to about 70 C. and poured cautiously onto 20 ml rapidly stirred ice-water. The mixture was briefly warmed to room temperature and then was recooled to 0 C. 100 ml 25% ammonium hydroxide solution was added and the resulting crystals were collected by filtration and washed with ice-cold water and then with a little ether to afford 3.49 g (86%) 4-chloro-6-phenyl-pyrimidin-2-ylamine as a pale yellow crystalline solid. EI-MS m/e (%): 207 (M{37Cl}+, 35), 206 ([M{37Cl}-H]+, 30)., 205 (M{35Cl}+, 100), 204 ([M{35Cl}-H]+, 56), 170 ([M-Cl]+, 35), 128 (([M-C6H5]+, 85).

With the rapid development of chemical substances, we look forward to future research findings about 56741-94-7.

Reference:
Patent; Borroni, Edilio Maurizio; Huber-Trottmann, Gerda; Kilpatrick, Gavin John; Norcross, Roger David; US2001/27196; (2001); A1;,
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Electric Literature of 58536-46-2, 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.58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine, molecular formula is C22H15BrN2, molecular weight is 387.27, as common compound, the synthetic route is as follows.

General procedure: Intermediate 8 (2.9g, 10.0 mmol), Intermediate 2 (3.9g, 10.0 mmol), Pd(PPH3)4 (0.21g, 0.2 mmol), toluene (30 mL) and a 2M aqueous solution of potassium hydroxide (15 mL) were mixed under an argon atmosphere. The mixture was stirred at 80C for 7 hours. Water was added to the reaction solution to precipitate solid matters. The solid matters were washed with methanol. The solid matters obtained were filtrated and washed with heated toluene, and then dried to obtain 3.8 g of pale yellow powder. The pale yellow powder was identified as Aromatic amine derivative (H1) by FD-MS analysis.

Statistics shows that 58536-46-2 is playing an increasingly important role. we look forward to future research findings about 4-(4-Bromophenyl)-2,6-diphenylpyrimidine.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; KATO, Tomoki; ITO, Mitsunori; INOUE, Tetsuya; OGIWARA, Toshinari; HIBINO, Kumiko; EP2589596; (2013); A1;,
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Pyrimidine – Wikipedia

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.287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, molecular weight is 172.57, as common compound, the synthetic route is as follows.Product Details of 287714-35-6

[0190] Step a: A mixture of 3-(7-chloro-1H-indol-4-yl)-2-(2,6-diethylphenyl)-4,5,6,7- tetrahydropyrazolo[4,3-c]pyridine hydrochloride (75 mg, 0.17 mmol), methyl 2- chloropyrimidine-5-carboxylate (60 mg, 0.34 mmol) and NEt3 (0.12 mL, 0.85 mmol) in CH3CN (2 mL) was stirred at 80 C for 15 min. It was then cooled to room temperature, diluted with EtOAc, washed with aqueous NaHCO3 and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by silica gel flash chromatography (0 to 60% EtOAc in hexanes) to afford methyl 2-[3-(7-chloro-1H-indol-4-yl)-2-(2,6-diethylphenyl)-6,7- dihydro-4H-pyrazolo[4,3-c]pyridin-5-yl]pyrimidine-5-carboxylate . MS: (ES) m/z calculated for C30H30ClN6O2 [M + H]+ 541.2, found 541.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; CHEMOCENTRYX, INC.; FAN, Pingchen; LANGE, Christopher W.; LUI, Rebecca M.; MALATHONG, Viengkham; MALI, Venkat Reddy; PUNNA, Sreenivas; SINGH, Rajinder; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (284 pag.)WO2018/222598; (2018); A1;,
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Related Products of 50270-27-4, Adding some certain compound to certain chemical reactions, such as: 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde,molecular formula is C5HCl3N2O, 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 50270-27-4.

A mixture of 2,4,6-trichloropyridine formaldehyde(424 mg, 2.0 mmol),Isopentylhydrazine hydrochloride (300 mg, 2.2 mmol),Triethylamine (404 mg, 4.0 mmol) was dissolved in ethanol (40 mL). The mixture was stirred at -78 ¡ã C for 2 hours and then allowed to warm to room temperatureContinued reaction for 8 hours. Dried solvent, extracted with ethyl acetate and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and purified to give a white solid (373 mg, 73percent).

According to the analysis of related databases, 50270-27-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sun Yat-sen University; Luo Haibin; Wu Yinuo; Wu Xunian; Huang Yadan; Zhou Qian; (15 pag.)CN106977518; (2017); A;,
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