Trifluoroacetic acid → N-(3-((4aR,7aR)-2-amino-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-cyanopicolinamide

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Reaction Steps

A solution of tert-butyl ((4aR,7aR)-7a-(5-(5-cyanopicolinamido)-2-fluorophenyl)-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-2-yl)carbamate (6 mg, 0.012 mmol) and TFA (18.58 μL, 0.241 mmol) in DCM (121 μL) was stirred at rt for 3 h. The solvents were removed to give N-(3-((4aR,7aR)-2-amino-4a,5,6,7a-tetrahydro-4H-furo[2,3-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-cyanopicolinamide (7 mg) as its TFA salt as a colorless oil. 1H NMR (500 MHz, CD3OD) δ 9.07 (1H, s), 8.46 (1H, dd, J=2.0, 8.0 Hz0, 8.37 (1H, d, J=8.0 Hz0, 8.17 (1H, dd, J=3.0, 7.5 Hz), 7.93 (1H, m), 7.25 (1H, dd, J=9.0, 11.0 Hz), 4.23 (2H, m), 3.43 (1H, m), 3.29 (1H, m), 3.15 (1H, m), and 2.31 (2H, m). MS (M+H)+: 398.1.

Provenance & Evidence