Hydrochloric Acid → HCID 58188209, compound

Participants

Reaction Steps

To a stirred solution of (S)-5-(1-azido-2-(tert-butyldimethylsilyloxy)ethyl)-2-(difluoromethyl)pyridine (1.9 g, 5.79 mmol) in 20 mL of EtOH at 0° C. was added 5 mL 6N HCl and the resultant reaction mixture was slowly warmed to room temperature over a period of 2 h. The solvents were evaporated and the residue was separated between 10% NaHCO3 solution and CH2Cl2. The organic layer was dried over anhydrous Na2SO4 and the solvents were evaporated in vacuo to afford the title compound (1.1 g, 89% yield). MS: 215 [M+1]+; 1H-NMR (300 MHz, CDCl3): 8.63 (s, 1H), 7.86 (d, 1H, J=8.3 Hz), 7.68 (d, 1H, J=8.3 Hz), 6.65 (t, 1H, J=55.2 Hz), 4.75-4.79 (m 1H), 3.70-3.90 (m, 2H).

Provenance & Evidence