Pyrimidines

Electric Literature of 91416-96-5, 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.91416-96-5, name is 5-Iodopyrimidin-4-amine, molecular formula is C4H4IN3, molecular weight is 221, as common compound, the synthetic route is as follows.

Example 425-(3-(5-Fluoro-2-methoxyphenyl)benzo[d]isoxazol-7-yl)pyrimidin-4-amine[00214] A reaction vial was charged with tetrakis(triphenylphosphine)palladium(0) (5.78 mg, 5.00 ?????), 5-iodopyrimidin-4-amine (33.1 mg, 0.150 mmol), sodium carbonate (42.4 mg, 0.400 mmol), and Preparation 36A (0.037 g, 0.100 mmol). The mixture was stirred at room temperature for 10 min under N2, then DME (Ratio: 2.0,Volume: 373 ??), EtOH (Ratio: 1.0, Volume: 187 ??), and water (Ratio: 1.000, Volume: 187 ??) were added sequentially. The resultant mixture was heated at 90 C overnight. After 17 hr, the reaction mixture was allowed to cool to room temperature. The reaction was quenched with water. The reaction mixture was diluted with EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc (3X). The organic phases were combined, dried over Na2S04, filtered, and concentrated to afford a brown residue. The crude material was purified via preparative LC/MS with the following conditions: Column: Waters XBridge CI 8, 19 x 250 mm, 5-??? particles; Guard Column: Waters XBridge CI 8, 19 x 10 mm, 5-??? particles; Mobile Phase A: 5:95 acetonitrile:water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10-mM ammonium acetate; Gradient: 10-100% B over 25 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford the title compound (9.3 mg, 27%). ESI MS (M+H)+ = 337.1. HPLC Peak tr = 1.52 minutes. Purity >99%. HPLC Conditions: E.

The chemical industry reduces the impact on the environment during synthesis 91416-96-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 31058-83-0, name is 6-Chloro-N,N-dimethylpyrimidin-4-amine. A new synthetic method of this compound is introduced below., Computed Properties of C6H8ClN3

To a solution of N- (cis-4-amino-cyclohexyl)-3, 4-difluoro-benzamide (442 mg) was added (6-chloro-pyrimidin-4-yl)-dimethyl-amine obtained in step A of example 1 (250 mg). The mixture was stirred at 180C for 8 hr in a sealed tube. To the mixture was added saturated aqueous NaHC03 and the aqueous layer was extracted with CHCl3 (three times). The combined organic layer was dried over MgS04, filtered, concentrated under reduced pressure, and purified by flash chromatography (NH-silica gel, 33% to 50% EtOAc in hexane and silica gel, 3% MeOH in CHCI3) to give N-(cis-4-{[6- (dimethylamino) pyrimidin-4-yl] amino} cyclohexyl)-3, 4-difluorobenzamide. To a solution of the above material in EtOAc (10 mL) was added 4 M hydrogen chloride in EtOAc (0.2 mL). The mixture was stirred at ambient temperature for 1 hr and concentrated under reduced pressure. The residue was suspended in Et2O (20 mL) and the suspension was stirred at ambient temperature for 4 hr. The precipitate was collected by filtration, washed with Et2O, and dried at 70C under reduced pressure to give N-(cis-4-{[6- (dimethylamino) pyrimidin-4-yl] amino} cyclohexyl)-3, 4-difluorobenzamide hydrochloride (99 mg). ESI MS m/e 398, M (free) +Na+ ;’H NMR (300 MHz, CDCI3) 8 1.69-2. 15 (m, 8 H), 3.00- 3.42 (m, 6 H), 3.69-3. 81 (m, 1 H), 4.03-4. 21 (m, 1 H), 5.26 (s, 1 H), 6.66-6. 80 (m, 1 H), 7.13-7. 26 (m, 1 H), 7.51-7. 62 (m, 1 H), 7.68-7. 80 (m, 1 H), 8.01 (s, 1 H), 8.68-8. 91 (m, 1 H), 13.84-14. 09 (m, 1 H).

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, 31058-83-0, 6-Chloro-N,N-dimethylpyrimidin-4-amine.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; Arena Pharmaceuticals, Inc; WO2005/95357; (2005); A2;,
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Application of 696-45-7, 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. 696-45-7, name is 4-Amino-6-methoxypyrimidine. A new synthetic method of this compound is introduced below.

General procedure: A mixture of 4-bromo-2-(2,6-dichlorophenyl)-3H-imidazo[4,5-c]pyridine (400 mg, 1.166mmol)andcyclopropanecarboxamide(198 mg, 2.33mmol), Pd2dba3(53 mg, 0.0583mmol),XantPhos(67 mg, 0.117mmol) and Cs2CO3(1.14 g, 3.5mmol) in 1,4-dioxanes (5 mL)and 1,2-dimethoxyethane (5 mL) was heated in a microwave at 150°C for 10 min. The reaction mixture was cooled and filtered, and the filter cake was washed withdichloromethane. The combined organics were washed with brine, dried over MgSO4and concentrated. The crude product was purified by reverse phase HPLC to give the title compound (321 mg, 79percent yield) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,696-45-7, its application will become more common.

Reference:
Article; Liang, Jun; Van Abbema, Anne; Balazs, Mercedesz; Barrett, Kathy; Berezhkovsky, Leo; Blair, Wade S.; Chang, Christine; Delarosa, Donnie; DeVoss, Jason; Driscoll, Jim; Eigenbrot, Charles; Goodacre, Simon; Ghilardi, Nico; MacLeod, Calum; Johnson, Adam; Bir Kohli, Pawan; Lai, Yingjie; Lin, Zhonghua; Mantik, Priscilla; Menghrajani, Kapil; Nguyen, Hieu; Peng, Ivan; Sambrone, Amy; Shia, Steven; Smith, Jan; Sohn, Sue; Tsui, Vickie; Ultsch, Mark; Williams, Karen; Wu, Lawren C.; Yang, Wenqian; Zhang, Birong; Magnuson, Steven; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4370 – 4376;,
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Related Products of 814918-95-1, 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.814918-95-1, name is 5-Bromo-4-chlorothieno[2,3-d]pyrimidine, molecular formula is C6H2BrClN2S, molecular weight is 249.52, as common compound, the synthetic route is as follows.

i) 8-(5-bromothieno[2,3-d]pyrimidin-4-yl)-8-azabicyclo[3.2.1]octan-3-ol 5-Bromo-4-chlorothieno[2,3-d]pyrimidine (2.11 g, 8.5 mmol) in dry acetonitrile (100 mL) was treated with 8-azabicyclo[3.2.1]octan3-ol (1.34 g, 10.6 mmol) and potassium carbonate (3.519 g, 25.5 mmol) and stirred and heated at reflux for 4 h. The reaction was diluted with ethyl acetate (200 mL) and dichloromethane (100 mL) and washed with water (100 mL). The organic layer was separated, dried over sodium sulphate and concentrated in vacuum to give 8-(5-bromothieno[2,3-d]pyrimidin-4-yl)-8-azabicyclo[3.2.1]octan-3-ol as a yellow solid (2.890 g, 8.5 mmol, 100%). This was used directly in the next step without further purification. 1H NMR (CDCl3) delta: 1.83 (2H, d, J=12 Hz), 2.0 (2H, br s) 2.28 (2H, d, J=6 Hz), 2.45 (2H, d, J=8 Hz), 4.15 (1H, br s), 4.7 (2H, br s), 7.35 (1H, s), 8.45 (1H, s).

The chemical industry reduces the impact on the environment during synthesis 814918-95-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Madge, David; Chan, Fiona; John, Derek Edward; Edwards, Simon D.; Blunt, Richard; Hartzoulakis, Basil; Brown, Lindsay; US2014/371203; (2014); A1;,
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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. 5305-59-9, name is 6-Chloropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

General procedure: To a solution of 6-chloropyrimidin-4-amine intoluene was added substituted amine (2.5 eq). The mixture was heatedat 105 C for 24 h and concentrated in vacuo. The residue was purifiedby flash column chromatography.

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, 5305-59-9, 6-Chloropyrimidin-4-amine.

Reference:
Article; Yuan, Xinrui; Wu, Hanshu; Bu, Hong; Zheng, Peiyuan; Zhou, Jinpei; Zhang, Huibin; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1211 – 1225;,
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Synthetic Route of 7043-09-6 ,Some common heterocyclic compound, 7043-09-6, molecular formula is C7H6Cl2N2, 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 NaOMe (0.143 g, 2.64 mmol) in methanol (25.0 mL) was added 4,6-dichloro-2-cyclopropylpyrimidine (0.500 g, 2.64 mmol) at RT. The reaction solution was stirred at RT for 2 h. The resulting mixture was diluted with water (70 mL) and extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were washed with brine (50 mL), dried with anhydrous Na2SC>4 and filtered. The filtrate was concentrated under reduced pressure. The crude title compound was obtained as a solid and was used in the next step without further purification. MS = 185.1/187.1 (M+l).

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. 7043-09-6, 4,6-Dichloro-2-cyclopropylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SHEN, Dong-Ming; YANG, Meng; CRESPO, Alexander; WILSON, Jonathan, E.; MCCRACKEN, Troy; WANG, Deping; PARKER, Dann; GUO, Zack Zhiqiang; (135 pag.)WO2016/154081; (2016); A1;,
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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 1445-39-2, name is 2-Amino-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Amino-5-iodopyrimidine

Step 1: N- (5-LODOPYRIMIDIN-2-YL) acetamide (248) [0400] 5-lodo-pyrimidin-2-ylamine (17,1. 1 g, 4.98 MMOL) and acetic anhydride (14.94 MMOL, 1.41 mL) were dissolved in pyridine (20 mL) and stirred at 110C for 48 hours. The reaction mixture was cooled and quenched with water (50 mL). Ethyl acetate (100 mL) was added and the resulting white precipitate was collected by filtration to afford title compound 248 as a white solid (300 mg, 23% yield NMR: (DMSO) 8 10.67 (s, 1H), 8.85 (s, 2H), 2.18 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 1445-39-2.

Reference:
Patent; METHYLGENE, INC.; WO2005/30704; (2005); A1;,
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Related Products of 89466-42-2, 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.89466-42-2, name is 4-Chloro-6-methoxy-2-(methylthio)pyrimidine, molecular formula is C6H7ClN2OS, molecular weight is 190.65, as common compound, the synthetic route is as follows.

First Step 0.4 g of sodium hydride was added to a mixture of 1.59 g of 4-chloro-6-methoxy-2-methylthiopyrimidine, 0.98 g of methyl glycolate and 10 ml of N,N-dimethylformamide at 0 C. The mixture was stirred at room temperature for 5 hours, then, the reaction solution was poured into water, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 1.22 g of 6-methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidine. 1H-NMR(CDCl3/250 MHz) delta(ppm): 2.48 (s, 3H), 3.77 (s, 3H), 3.93 (s, 3H), 4.88 (s, 2H), 5.87 (s, 1H)

The chemical industry reduces the impact on the environment during synthesis 89466-42-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sumitomo Chemical Company, Limited; US6537948; (2003); B1;,
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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 607740-08-9, name is 4-(3,5-Dibromophenyl)-2,6-diphenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

In the argon atmosphere, Intermediate A (4.4 g, 21 mmol) synthesized according to the method described in JP-A-2010180204, Intermediate B (4.7 g, 10 mmol) synthesized according to the method described in International Publication No. 2003/080760, (Dibenzylideneacetone) dipalladium (0.37 g, 0.4 mmol) Tri-t-butylphosphonium tetrafluoroborate (0.46 g, 1.6 mmol)Sodium t-butoxide (2.7 g, 28 mmol) Anhydrous toluene (100 mL), And heated to reflux for 8 hours. After the reaction solution was allowed to cool to room temperature, Separating the organic layer, The organic solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography, The title compound GH-4 (3.6 g, yield 50%) was obtained.

With the rapid development of chemical substances, we look forward to future research findings about 607740-08-9.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; KAWAMURA, MASAHIRO; ITO, HIROKATSU; OGIWARA, TOSHINARI; MIZUKI, YUMIKO; (145 pag.)TWI554499; (2016); B;,
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Synthetic Route of 6972-27-6, 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 6972-27-6, name is 6-Chloro-1,3-dimethylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of the above crude N-substituted benzamidine (10.0mmol) in DMF (5 mL) was added dropwise at 0 C to a solution of NaH (20.0 mmol) in DMF (5 mL) and stirred for 30 min. A solution of 1,3-dimethyl-6-chlorouracil (5.0 mmol) in DMF (5 mL) was added dropwise at 0 C and the reaction mixture was stirred at 80 C overnight. Sat. aq NH4Cl (20 mL) was added at 0 C and the mixture was extracted with EtOAc (5 × 10 mL). The combined organic phases were washed with H2O (2 × 10 mL) and brine (1 × 10 mL), and dried (MgSO4). The solvent was removed under reduced pressure and the crude material was purified by silica gel column chromatography to give 1a-e,h,k-o.

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 6972-27-6, 6-Chloro-1,3-dimethylpyrimidine-2,4(1H,3H)-dione.

Reference:
Article; Shimizu, Maki; Hayama, Noboru; Kimachi, Tetsutaro; Inamoto, Kiyofumi; Synthesis; vol. 49; 18; (2017); p. 4183 – 4190;,
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