Trifluoroacetic acid → HCID 44200331, compound

Participants

Reaction Steps

A solution of impure 1-[2-(cyclopentyl-methyl-amino)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one, prepared according to general procedures as described in these Examples, (0.030 g, 0.071 mmol) in 1 mL of dichloromethane and 1 mL of trifluoroacetic acid was stirred for 3 h, then concentrated, chasing with toluene, to a yellow oil. The oil was dissolved in 1 mL of ethanol and treated with sodium acetate trihydrate (0.103 g, 0.760 mmol). The yellow mixture was stirred for 16 h, then concentrated to a yellow solid. Column chromatography (two columns: first run, 0→40% EtOAc/hexanes; second run, 66% ether/hexanes) afforded 0.0045 g (21% from impure, 12% two-step) of 1-[2-(cyclopentyl-methyl-amino)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one as a white solid.

Provenance & Evidence