Dichloromethane → HCID 68157708, compound

Participants

Reaction Steps

To a solution of 2-((S)-1-tert-butoxycarbonylaminoethyl)-5-fluoro-3-phenyl-3H-benzoimidazole-4-carboxylic acid (279 mg, 0.69 mmol) and morpholine (244 μL, 2.80 mmol) in DCM (5 mL) was added HATU (398 mg, 1.05 mmol) and the reaction stirred at RT for 1 h. The reaction mixture was diluted with sat. aq. NaHCO3 and extracted with DCM (3×10 mL). The combined organic fractions were washed with brine, dried (MgSO4), and concentrated in vacuo to give the product as yellow oil. LCMS (Method C): RT=3.01 min, [M+H]+=469. The product was dissolved in HCl in dioxane (4N, 10 mL) and the reaction mixture stirred at RT for 30 min. The reaction mixture was concentrated in vacuo to give the product as an off white solid. LCMS (Method C): RT=0.27 min, [M+H]+=369.

Provenance & Evidence