Sodium Azide → HCID 86652104, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of (R)-2-(tert-Butyldimethylsilyloxy)-1-(6-(difluoromethyl)pyridin-3-yl)ethyl methanesulfonate (2.24 g, 5.87 mmol) in dry DMF (15 mL) was added NaN3 (0.45 g, 7.05 mmol) and the resulting reaction mixture was heated at 60° C. for 2 h. After completion of the reaction the reaction mixture was treated with ice-cold water and extracted with Et2O. The organic layer was dried over anhydrous Na2SO4 and the solvents were evaporated in vacuo to afford the title compound (1.63 g, 85% yield). MS: 328 [M+1]+; 1H-NMR (300 MHz, CDCl3): 8.60 (s, 1H), 7.82 (d, 1H, J=8.3 Hz), 7.64 (d, 1H, J=8.3 Hz), 6.64 (t, 1H, J=55.7 Hz), 4.65-4.70 (m 1H), 3.80-3.86 (m, 2H), 0.89 (s, 9H), 0.04-0.06 (m, 61-1).

Provenance & Evidence