HCID 59152454, compound → HCID 86638155, compound

Participants

Reaction Conditions

Reaction Steps

Dissolve N—[(R)-1-(5-bromo-pyridin-2-yl)-pyrrolidin-3-yl]-2,2-difluoro-acetamide (1.98 g, 6.19 mmol) in THF (50 mL) and cool to 0° C. Add 1.0 M BH3 THF complex in THF (18.6 mL, 18.6 mmol) dropwise. Stir the mixture at 0° C. for 10 min and then reflux for 4 h. Cool the mixture to 0° C. and quench with CH3OH (5 mL) and saturated NH4Cl (20 mL). Stir the mixture at 0° C. for 5 min and at RT for 30 min. Dilute with H2O (50 mL) and extract with EtOAc (2×80 mL). Dry the organic portion with Na2SO4, filter, and concentrate. Purify the crude material by chromatography, eluting with 50-70% EtOAc/hexane to give 1.01 g (50%) of the title compound. MS/ES m/z (79Br) 306.0 [M+H]+.

Provenance & Evidence