Acetic Acid → HCID 58179767, compound

Participants

Reaction Steps

A solution of the product from step h) (50 mg, 0.21 mmol) in CHCl3 (527 μl) and AcOH (527 μl) was treated with N-bromosuccinimide (38.1 mg, 0.21 mmol) at 22° C. After 1 hour, the contents were poured into sat. NaHCO3 and extracted with EtOAc (2×5 ml). The organic layer was washed with brine (1×5 ml), dried (MgSO4) and purified by preparative TLC (80% hexanes:20% EtOAc) providing 2-bromo-4,5,7,8-tetrahydro-furo[2,3-d]azepine-6-carboxylic acid tert-butyl ester which was directly treated with 4M HCl in dioxane (2 ml). The dioxane was evaporated and the residue was dissolved in MeOH and purified by preparative LC/MS providing 1.3 mg of the title compound. 1H NMR (CDCl3) 6.08 (s, 1H); 3.02-3.07 (m, 4H); 2.89-2.92 (m, 2H); 2.57-2.70 (m, 3H); MS: ESI (positive): 216, 218 (M+H).

Provenance & Evidence