Trifluoroacetic acid → HCID 50902333, compound

Participants

Reaction Steps

Trifluoroacetic acid (1 mL) was added to a stirred solution of tert-butyl ((4aS,5S,7aS)-7a-(5-(5-(difluoromethyl)pyrazine-2-carboxamido)-2-fluorophenyl)-3-methyl-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate (92 mg, 0.15 mmol) in DCM (2 mL) at RT. After 1 h at this temperature the volatiles were removed in vacuo and the residue was azeotroped with PhMe (×2). The residue was then taken up in MeOH and loaded on to a SCX cartridge (5 g). The cartridge was eluted with MeOH (2×20 mL) and then 2M NH3 in MeOH (2×20 mL). The relevant fraction was evaporated to give the title compound (72 mg, beige solid). 1H NMR (400 MHz, MeOH-d4) δ ppm 3.25 (s, 3H) 3.80 (d, J=8.34 Hz, 1H) 4.29-4.34 (m, 1H) 4.35-4.40 (m, 1H) 4.62-4.71 (m, 1H) 6.95 (t, J=54.30 Hz, 1H) 7.18 (dd, J=11.62, 8.84 Hz, 1H) 7.80 (ddd, J=8.72, 4.17, 2.78 Hz, 1H) 7.89 (dd, J=6.82, 2.53 Hz, 1H) 9.02 (s, 1H) 9.40 (s, 1H).

Provenance & Evidence