Phosphorus oxychloride → HCID 178454097, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of tert-butyl N-[(3S,5R)-5-(3-carbamoyl-4,6-dihydro-2H-pyrrolo[3,4-c]pyrazol-5-yl)-2-(2,5-difluorophenyl)tetrahydrothiopyran-3-yl]carbamate (35 mg, 0.073 mmol) in pyridine (4 mL) was added phosphorous oxychloride (0.020 mL, 0.219 mmol) at 0° C. under nitrogen. The resulting mixture was stirred at 0° C. for 5.5 h, quenched with water (0.2 mL) and the solvents were removed under vacuum. The residue was diluted with ethyl acetate (200 mL), washed with saturated aqueous sodium hydrogen carbonate (1×150 mL), brine, dried with sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by prep-TLC, eluting with 8% MeOH (1N NH3 in MeOH) in CH2Cl2, to give the title compound. MS: 462.1

Provenance & Evidence