Trifluoroacetic acid → HCID 50902247, compound

Participants

Reaction Steps

Trifluoroacetic acid (1 ml) was added to a stirred solution of tert-butyl ((4aS,5R,7aS)-7a-(2-fluoro-5-(5-methoxypyrazine-2-carboxamido)phenyl)-3,5-dimethyl-4-oxo-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate (210 mg, 0.40 mmol) in DCM (2 mL) at RT. The mixture was stirred at RT for 1 h. The reaction mixture was evaporated and the residue was loaded on to a SCX cartridge (5 g). The cartridge was eluted with methanol (2×20 mL) and then 2M NH3 in MeOH (1×20 mL). The ammonia-methanol fraction was evaporated. The residue was treated with Et2O/hexanes and the resulting solid was collected by filtration and dried in vacuo to give the title compound (105 mg, colourless solid). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.31 (d, J=6.06 Hz, 3H) 2.99 (d, J=8.84 Hz, 1H) 3.10 (s, 3H) 4.02 (s, 3H) 4.05-4.14 (m, 1H) 4.14-4.22 (m, 2H) 6.04 (br. s., 2H) 7.16 (dd, J=10.99, 9.22 Hz, 1H) 7.70-7.83 (m, 2H) 8.41 (d, J=1.26 Hz, 1H) 8.88 (d, J=1.26 Hz, 1H) 10.58 (s, 1H).

Provenance & Evidence