Hydrochloric Acid → HCID 67951394, compound

Participants

Reaction Steps

To a re-sealable vial containing a solution of tert-butyl 2-((4S)-1-methyl-6-oxo-5,6-dihydro-4H-benzo[c]isoxazolo[4,5-e]azepin-4-yl)acetate (1.04 g, 3.17 mmol) in MeOH (10 mL) was added hydrochloric acid (0.792 mL, 3.17 mmol, 4 M in 1,4-dioxane). After complete addition of reagents the reaction mixture was allowed to age until complete consumption of the carboxylic acid was detected by LC-MS. After ˜24 h, the reaction mixture was cooled to room temperature and concentrated in vacuo to give yellow solids. The solids were purified on Biotage system (gradient elution 5% EtOAc:1% i-PrOH:94% Hexanes to 80% EtOAc:1% i-PrOH:19% Hexanes) to give the titled product methyl 2-((4S)-1-methyl-6-oxo-5,6-dihydro-4H-benzo[c]isoxazolo[4,5-e]azepin-4-yl)acetate (0.500 g, 1.747 mmol, 55.1% yield) as white crystalline solids. LC/MS m/z 287 [M+H]+.

Provenance & Evidence