Cyanogen Bromide → HCID 86689157, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-3-amino-3-(6-bromo-3-fluoro-pyridin-2-yl)-2,2-difluoro-butan-1-ol (9.49 g, 31.7 mmol) in EtOH (256 ml) was added NaHCO3 (1.066 g, 12.69 mmol) and cyanogen bromide (10.08 g, 95 mmol) and the mixture was warmed to 85° C. over night. After cooling to rt the solvent was evaporated and the residue taken up in 1N HCl and TBME, the layers were separated and the organic layer was washed with 1N HCl. The aq. layers were combined, basified by addition of solid Na2CO3 and extracted with TBME (2×). The combined TBME extracts were washed with sat. aq. NaCl, dried with K2CO3 to provide the desired product as yellow resin. This material was used for the next step without further purification.

Provenance & Evidence