1333240-17-7 | Pyrimidines

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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. 1333240-17-7, name is 2-Chloro-4,5-dimethoxypyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

a. Preparation of Compound 4-(4,5-dimethoxypyrimidin-2-yl)benzonitrile 2-Chloro-4,5-dimethoxypyrimidine (100 mg, 0.57 mmol), (4-cyanophenyl)boronic acid (126 mg, 0.86 mmol), Pd(PPh3)4 (66 mg, 0.06 mmol) and Na2C03(182 mg, 1.72 mmol) were dissolved in a mixture of dioxane (9 mL) and water (3 mL). The air was evacuated and replaced with N2. Then, the reaction mixture was refluxed for 4 hours. After the reaction was completed, it was cooled to room temperature and it was diluted with EtOAc and washed with sat. NH4CI followed by brine. The organic layer was dried over Na2S04 and concentrated in vacuo and the resulting residue was flash chromatographed on silica gel eluting with 0 to 20 % EtOAc/hexaiie. This afforded 4-(4,5-dimethoxypyrimidin-2-yl)benzonitrile as a white solid (69 mg, 74%); m.p.170-172 C; 1H NMR (400 MHz, CDC13) delta 8.49 (d, J= 9 Hz, 2H), 8.18 (s, 1H), 7.76 (d, J = 9 Hz, 2H), 4.20 (s, 3H), 4.02 (s, 3H); ,3C NMR (100 MHz, CDC13) delta 159.8, 154.0, 141.8, 141.5, 137.0, 132.3, 128.0, 119.0, 113.0, 56.4, 54.2.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; LAVOIE, Edmond J.; BAUMAN, Joseph David; PARHI, Ajit; SAGONG, Hye Yeon; PATEL, Disha; ARNOLD, Eddy; DAS, Kalyan; VIJAYAN, Suyambu Kesava; WO2014/43252; (2014); A2;,
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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 1333240-17-7, 2-Chloro-4,5-dimethoxypyrimidine.

Related Products of 1333240-17-7, 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. 1333240-17-7, name is 2-Chloro-4,5-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, 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.

5-Hydroxy-2-(4-trifluoromethyl-phenyI)-3H-pyrimidin-4-one (6)6To a mixture of 0.05 g (0.26 mmol) 4-trifluoromethylphenylboronic acid, 0.02 g (0.009 mmol Pd EN Cat 30, and 0.65 mL 1 M aq Cs2C03, was added a solution of 0.005 g (0.009 mmol) Iota ,Gamma- (bisdiphenylphosphino)ferrocene and 0.03 g (0.17 mmol) 2-chloro-4,5-dimethoxy-pyrirnidine in 1 mL THF, The resulting mixture was heated by microwave to 150 C for 10 minutes. After cooling, the aq layer was removed and the organic phase was filtered and concentrated, To the resulting residue was added 1 mL 33%> HBr in AcOH, and the resulting mixture was heated by microwave to 160 C for 5 min. The resulting solution was diluted with water (2 mL) and loaded onto an SCX column. After washing with MeOH (5 mL), the crude product was eluted off with 2 M ammonia in MeOH. Purification by automated mass-guided HPLC afforded 1 ,7 mg (4%) 5-hydroxy-2-(4-trifluoromethyl-phenyl)-3H- pyrimidin-4-one. ‘H NMR (499 MHz, DMSO-de ): delta 9.85 (br s, 1 H); 8.22 (d, J = 7.93 Hz, 2 H); 7.85 (d, J = 8.12 Hz, 2 H); 7.63 (br s, 1 H). High resolution mass spec (FT/ICR) calc (M+H)+ – 257.0533 found 257.0532.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WOLKENBERG, Scott; HARRISON, Scott, T.; BARROW, James, C.; ZHAO, Zhijian; MELAMED, Jeffrey; KETT, Nathan; ZARTMAN, Amy; WO2011/109267; (2011); A1;,
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Pyrimidine – Wikipedia

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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. 1333240-17-7, 2-Chloro-4,5-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Related Products of 1333240-17-7 ,Some common heterocyclic compound, 1333240-17-7, molecular formula is C6H7ClN2O2, 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.

b. Preparation of Compound 2-(4-Fluorophenyl)-4,5-dimethoxypyrimidine 2-Chloro-4,5-dimethoxypyrimidine (500 mg, 2.86 mmol), (4-fluorophenyl)boronic acid (601 mg, 4.30 mmol), Pd(PPh3)4 (330 mg, 0.29 mmol) and Na2CO3(910 mg, 8.59 mmol) were dissolved in a mixture of dioxane (12 mL) and water (4 niL). The air was evacuated and replaced with N2. Then, the reaction mixture was refluxed for 5 hours. After the reaction was completed, it was cooled to room temperature and it was diluted with EtOAc and washed with sat. NH4CI followed by brine. The organic layer was dried over Na2S04 and concentrated under reduced pressure and the resulting residue was flash chromatographed on silica gel eluting with 0 to 10% EtOAc/Hexane. This afforded 2-(4-fluorophenyl)-4,5-dimethoxypyrimidine as a white solid (123 mg, 77%); m.p.l 14-116 C; LH NMR (400 MHz, CDC13) delta 8.37 (dd, J= 9 Hz, J= 6 Hz, 2H), 8.12 (s, 1H), 7.16 – 7. 12 (m, 2H), 4.17 (s, 3H), 3.98 (s, 3H); 13C NMR (100 MHz, CDCI3) delta 163.1 (JQF= 248 Hz), 159.7, 155.3, 141.0, 137.2, 133.6 (JCIF= 3 Hz), 129.6 (J F= 8 Hz), 115.3 (JC,F= 22 Hz), 56.4, 54.0; 19F NMR (376 MHz, CDC13) delta -11 1.9.