Methyl iodide → HCID 86665101, compound

Participants

Reaction Conditions

Reaction Steps

A solution of tert-butyl (7-(2-chlorofuro[3,2-d]pyrimidin-4-yl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazin-3-yl)methylcarbamate (0.300 g, 0.741 mmol, prepared using A from 2,4-dichlorofuro[3,2-d]pyrimidine [Arkpharm] with Preparation #G.1) in THF (10 mL) was cooled to about 0° C. To the flask was added NaH (60 wt % dispersion in mineral oil, 0.036 g, 1.5 mmol) and the mixture was stirred for about 0.5 h at about 0° C. To the mixture was added MeI (0.21 g, 1.48 mmol) and the mixture was stirred for about 30 min. Saturated NH4Cl (15 mL) was added then the mixture was extracted with EtOAc (3×20 mL). The organic extracts were combined then dried over anhydrous Na2SO4 then filtered. The filtrate was concentrated under reduced pressure to give tert-butyl (7-(2-chlorofuro[3,2-d]pyrimidin-4-yl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazin-3-yl)methyl(methyl)carbamate (0.255 g, 82%): LC/MS (Table 2, Method h) Rt=1.93 min; MS m/z: 419 (M+H)+.

Provenance & Evidence