Triethylamine → HCID 86705001, compound

Participants

Reaction Steps

To a solution of (2R,4R)-tert-butyl 2-(3-fluorophenyl)-4-hydroxypyrrolidine-1-carboxylate (I-4A) (253 mg, 0.9 mmol) in DCM (6 mL) at 0° C. was added triethylamine (0.25 mL, 1.8 mmol) followed by dropwise addition of methanesulfonyl chloride (95 μL, 1.3 mmol). After stirring 2 hours at room temperature the reaction mixture was concentrated under reduced pressure and the resulting solid was extracted with Et2O (2×20 mL). The combined extracts were washed sequentially with 1% aqueous citric acid and brine, dried over MgSO4, filtered and concentrated under reduced pressure to afford (2R,4R)-tert-butyl 2-(3-fluorophenyl)-4-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate (I-29) as a colorless oil. MS m/z 382.1 (M+23)+.

Provenance & Evidence