Methanol → HCID 118061026, compound

Participants

Reaction Steps

Dissolve 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 (15.78 g, 37.05 mmol) in DCM (185 mL), add TFA (185 mL) in a dropwise manner over 3 min, and stir overnight. Analyze the reaction by LCMS (low pH) to show complete conversion. Slowly add MeOH (400 mL) due to exothermic mixing. Prewash three SCX columns (50 g) with water (20 mL) and then MeOH (20 mL). Divide the reaction mixture into three equal portions and load equally onto the SCX columns Wash each column with water (40 mL) and MeOH (40 mL) collecting the washes in a vacuum flask. Elute the desired material from the SCX columns with 2 N ammonia in MeOH (60 mL) into a clean vessel. Combine the product containing solutions, concentrate under reduced pressure, azeotrope with DCM-hexanes (1:1), three times, and place under vacuum to obtain the title compound as a white foam (10.29 g, 84%). LC-ES/MS m/z (35Cl/37Cl) 326.2/328.2 (M+1).

Provenance & Evidence