Isopropanol → HCID 131732849, compound

Participants

Reaction Steps

Heat IPA (154 mL) to 50° C. and add acetyl chloride (19.3 mL, 271 mmol) slowly due to an exothermic reaction. Stir the reaction at 50° C. for 10 min and then add tert-butyl N-[(1S)-2-[4-[2-(4-amino-6-chloro-2-methyl-pyrimidin-5-yl)ethyl]-1-piperidyl]-1-methyl-2-oxo-ethyl]carbamate (21.0 g, 45.3 mmol). Stir the reaction for 2 h monitoring via LCMS (low pH). Cool the reaction to RT and add diethyl ether (386 mL). Stir the slurry for 15 min. Filter the solids, washing with diethyl ether (2×50 mL) in a brisk manner as the material is hydroscopic. Filter the material and dry via filtration for 1 min, then in a vacuum drying oven at 50° C. overnight to give the title compound as a white powder (18.4 g). LC-ES/MS m/z (35Cl/37Cl) 326.1/328.2 (M+1). Counterion analysis by ion chromatography is consistent with the dihydrochloride salt.

Provenance & Evidence