Sodium borohydride → 3-methyl-1-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]cyclobutylacetonitrile

Participants

Reaction Steps

3-(Bromomethyl)-1-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]cyclobutylacetonitrile (0.65 g, 0.0013 mol) was reacted with sodium tetrahydroborate (0.096 g, 0.0026 mol) in DMF (5.2 mL) (˜0.5 M) at rt under nitrogen for 3h. The reaction was quenched with water and extracted with dichloromethane. The organic layers were washed with water, brine, dried over MgSO4 and concentrated to give a yellow oil, the desired product as cis- and trans-isomer mixtures. LCMS calculated for C22H31N6OSi(M+H)+: 423.2; Found: 423.4.

Provenance & Evidence