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ChemicalBook CAS DataBase List 2-CHLORO-4-METHYL-6-METHYLSULFANYL-PYRIMIDINE

2-CHLORO-4-METHYL-6-METHYLSULFANYL-PYRIMIDINE synthesis

2synthesis methods
-

Yield:89466-59-1 61%

Reaction Conditions:

in tetrahydrofuran;water at -10; for 2 h;Inert atmosphere;

Steps:

12 Synthesis of 2-chloro-4-methyl-6-(methylthio)pyrimidine

To a stirred solution of 2. 4-dichloro--6-methylpyrimidine 1 (200 tug, 1 22 mmol) under argon atmosphere in TNT (10 mL.) was added sodium methanethiolate (103 mg, 1.47 rumol in 4 mL of water) at -10 °C and stirred for 2 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was diluted with water (20 mL) and extracted. with EtO.Ac (2 x 30 niL). The combined organic extracts were dried over sod jum sulfate. filtered and concentrated in vacio to obtain the crude prodtwt. The crude product was purified through silica gel column chromatography using 3% EtOAc hexanes to afford compound 166 (1 30 mg, 61%) as a white solid. TLC: 5% EtOAc/ Toluene (R,’: 08) ‘H-NMR (DMSO-d6, 400 MHz): 67.38 (s, 11-1;. 2.53 (s. 311). 2.37 (5, 311).

References:

WO2015/57945,2015,A1 Location in patent:Paragraph 00127

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