Methanol → HCID 71227585, compound

Participants

Reaction Conditions

Reaction Steps

To a 2 mL microwave vial was added tert-butyl (2-(5-((5S,7S)-7-((6-cyano-1H-benzo[d]imidazol-1-yl)methyl)-7-methyl-2-oxo-1-oxa-3-azaspiro[4.5]decan-3-yl)isoxazol-3-yl)-2-methylpropyl) carbonate (30 mg, 0.053 mmol), K2CO3 (5.15 μg, 0.037 μmol), water (0.500 mL) and MeOH (0.5 mL). The vial was capped and heated to 110° C. for 3 h. The mixture was then filtered through paper, and the paper washed with MeOH (2 mL), then concentrated. This mixture was purified on reverse phase Gilson HPLC: 30 mm×150 mm Waters Sunfire column, neutral conditions 10-100% MeCN/H2O, 14 min, 40 mL/min to give 1-(((5S,7S)-3-(3-(1-hydroxy-2-methylpropan-2-yl)isoxazol-5-yl)-7-methyl-2-oxo-1-oxa-3-azaspiro[4.5]decan-7-yl)methyl)-1H-benzo[d]imidazole-6-carbonitrile as a white solid (6.2 mg, 24% yield). MS (m/z) 464.3 (M+H+).

Provenance & Evidence