1-(6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-yl)ethanone → 2-(6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-yl)propan-2-ol

Participants

Reaction Conditions

Reaction Steps

In an oven dried flask and under a nitrogen gas atomosphere, 1-(6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-yl)ethanone (39B, 110 mg, 0.235 mmol) was dissolved in THF (2.0 ml) cooled to −78° C. and charged with methylmagnesium bromide (0.470 ml, 0.470 mmol). The reaction was allowed to stir for 1 hr, eventually reaching 0° C. The reaction was slowly quenched with saturated ammonium chloride (3 mL) and partioned between EtOAc 2×10 mL, washed with brine, dried over MgSO4, filtered, and concentrated in vacuo to provide 2-(6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-yl)propan-2-o (Intermediate 40B). The products were carried forward without purification. MS: [M+H]+ m/z 484.

Provenance & Evidence