Cyclobutylamine → HCID 25191753, compound

Participants

Reaction Steps

To a stirred solution of bis(trichloromethyl) carbonate (0.26 mmol, 76 mg) in dichloromethane (3 mL) was added a mixture of 3-((4-(4-amino-2,3-difluorobenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide (0.6 mmol, 257 mg) and N-ethyl-N-isopropylpropan-2-amine (0.11 mL) in dichloromethane (2 mL) dropwise over 2 minutes. After 30 minutes stirring, a mixture of cyclobutylamine (1.192 mmol, 0.113 mL, 85 mg) and N-ethyl-N-isopropylpropan-2-amine (0.22 mL) was added. After 2 hours stirring, the reaction mixture was diluted with dichloromethane and water. The organic layer separated, dried with sodium sulfate and purified by basic reverse phase HPLC. The water/acetonitrile fractions were concentrated under vacuum. The residue was taken up in dichloromethane (1 mL) and 2M hydrochloric acid (2 mL) in ether was added. The volatiles were removed under reduced pressure. Drying in a vacuum oven over night at 50° C. gave the title compound (170 mg). MS (ESI) m/z 528.5[M+H]+

Provenance & Evidence