Trifluoroacetic acid → HCID 71060799, compound

Participants

Reaction Steps

To a solution of (±)-tert-butyl (4aR,7aR)-7a-(2,4-difluoro-5-(5-(prop-1-ynyl)pyridin-3-yl)phenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-ylcarbamate (Preparation 6, 22 mg) in dichloromethane (300 μL) was added TFA (35 μL, 0.508 mmol) at rt, and the reaction mixture was stirred at rt for 2.5 h. The crude product was directly purified by prep TLC eluting with 90% CH2Cl2/9% MeOH/1% NH4OH to give the title compound (12 mg) a colorless oil. 1H NMR (400 MHz, CHLOROFORM-d) δ 8.66-8.61 (m, 2H), 7.86-7.83 (m, 1H), 7.71 (t, J=8.8 Hz, 1H), 6.98-6.91 (m, 1H), 4.15-4.03 (m, 2H), 3.15 (dd, J=13.1, 4.0 Hz, 1H), 3.00 (ddd, J=13.1, 7.5, 2.0 Hz, 1H), 2.80-2.73 (m, 1H), 2.24-2.09 (m, 5H). MS (M−1): 364.2.

Provenance & Evidence