Trifluoroacetic acid → HCID 73295468, compound

Participants

Reaction Steps

A solution of tert-butyl 4-(4-((4-(2-(1-carbamoylcyclopropyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)-1H-pyrazol-1-yl)piperidine-1-carboxylate A77 (0.213 g, 0.355 mmol) in DCM (10 mL) was treated with TFA (1.09 mL, 14.2 mmol) and stirred for 16 hours at room temperature. The volatiles were evaporated in vacuo before aq. HCl (2 M, 25 mL) was added to the residue. The aqueous phase was extracted with EtOAc (3×25 mL) and the combined organics were washed with brine and dried over MgSO4. The solvent was removed in vacuo and the crude product was purified by column chromatography (Biotage Isolera, 12 g C18 cartridge, 0-100% MeOH in H2O) to give a yellow oil. This oil was taken up in a minimum amount of DCM and the desired product was precipitated by the addition of petroleum spirits. The solid was isolated by filtration to give the title compound 66 as a yellow solid (0.114 g, 64%). LCMS-D: rt 3.07 min; m/z 500 [M+H]+.

Provenance & Evidence