Methyl iodide → 6-chloro-3-methoxy-4-(trifluoromethyl)-1-trityl-1H-pyrazolo[4,3-c]pyridine

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Reaction Steps

A solution of 6-chloro-4-(trifluoromethyl)-1H-pyrazolo[4,3-c]pyridin-3(2H)-one (290 mg, 1.221 mmol) in DMF (5 ml) was charged with trityl chloride (369 mg, 1.324 mmol) followed by sodium hydride (58 mg, 1.450 mmol). Stirred at RT for 2.5 hr. Added potassium carbonate (0.53 g, 3.83 mmol) and methyl iodide (0.20 ml, 3.20 mmol) then stirred at RT for 3 hr. Quenched with water and filtered to remove ppt, which was dried under vacuum to provide crude 6-chloro-3-methoxy-4-(trifluoromethyl)-1-trityl-1H-pyrazolo[4,3-c]pyridine, used as-is. MS: [M+H]+ m/z 494.

Provenance & Evidence