Ethyl Acetate → HCID 136359928, compound

Participants

Reaction Steps

To a solution of ethyl 2-((3R,4S)-3-ethyl-4-(6-tosyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-1-yl)cyclopentylidene)acetate (1.9 g, 3.85 mmol, Preparation #III.1) in THF (30 mL) at about 0° C. was added a solution of TBAF (11.55 mL, 11.55 mmol, 1M in THF). After about 30 min additional TBAF (7.70 mL, 7.70 mmol, 1M in THF) was added. After about 1 h EtOAc and brine were added to the reaction mixture. The organic layer was separated, concd in vacuo and purified by chromatography on silica gel eluting with EtOAc to provide ethyl 2-((3R,4S)-3-ethyl-4-(6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-1-yl)cyclopentylidene)acetate (1.3 g, 100%) as a mixture of stereoisomers. LC/MS (Table 1, Method a) Rt=1.86 and 1.90 min.; MS m/z: 340 (M+H)+.

Provenance & Evidence