Hydrochloric Acid → 5-[(2R)-2-amino-2-phenylethoxy]-1,3-dihydro-2H-benzimidazol-2-one hydrochloride

Participants

Reaction Steps

tert-Butyl {(1R)-2-[(2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)oxy]-1-phenylethyl}carbamate (Intermediate 7) (67 mg, 0.18 mmol) was placed in a 10-mL RBF under a nitrogen atmosphere and dissolved in THF (2 mL). HCl (1 mL, 4.0 mmol) (4M in 1,4-dioxane) was added, and the reaction was stirred at room temperature for sixteen hours. The reaction then concentrated in vacuo, with repeated cycles of dilution/concentration with THF to minimize the residual HCl, to afford 5-[(2R)-2-amino-2-phenylethoxy]-1,3-dihydro-2H-benzimidazol-2-one hydrochloride as a yellow solid. LRMS (ESI) calc'd for (C15H16N3O2) [M+H]+, 270.1. found 270.1.

Provenance & Evidence