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ChemicalBook CAS DataBase List 6-CHLORO-7-METHYLPURINE

6-CHLORO-7-METHYLPURINE synthesis

13synthesis methods
-

Yield: 0.4 g

Reaction Conditions:

with methylmagnesium chloride in tetrahydrofuran at 70; for 12 h;

Steps:

22.1 Step 1: Synthesis of 6-chloro-7-methyl-7H-purine
[0498] Procedure: To a stirred solution of 6-chloro-7H-purine (1 g, 6.469 mmol) in Dry THF (20 mL) was added MeMgCl (0.53 g, 7.086 mmol) followed by methyl iodide (1.3 g, 9.158 mmol). Reaction mixture was stirred for 12 h at 70 °C. Progress of the reaction was monitored by TLC. Reaction mixture was diluted with water (20 mL), extracted with ethyl acetate (2 x 50mL). The combined organic layer was washed with brine (10mL), dried over anhydrous sodium sulphate, filtered and evaporated under reduced pressure. The crude residue was purified by combiflash using methanol in dichloromethane to afford 6-chloro-7-methyl-7H-purine as white solid, (0.4 g, 36.46 %).1HNMR (400 MHz, DMSO-d6): δ 8.75 (s, 1H),8.71-(s, 1H), 3.96 (s, 3H). LC-MS (ES) m/z = 169.1 [M+H]+.

References:

MAVUPHARMA, INC.;GALLATIN, William Michael;ODINGO, Joshua;DIETSCH, Gregory N.;FLORIO, Vincent;VENKATESHAPPA, Chandregowda;DURAISWAMY, Athisayamani Jeyaraj WO2019/46778, 2019, A1 Location in patent:Paragraph 0498

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