1,2-Dichloroethane → HCID 68666540, compound

Participants

Reaction Steps

A solution of 4-[(1H-benzoimidazol-1-yl)methyl]benzoic acid (0.37 g, 1.47 mmol) in dry DMF was treated sequentially with EDC (0.34 g, 1.76 mmol) and HOBt (0.25 g, 1.62 mmol), stirred at room temperature for 30 min, treated sequentially with DIPEA (0.62 mL, 3.6 mmol) and a solution of threonine methyl ester hydrochloride (0.27 g, 1.62 mmol), stirred for 3 h and concentrated under reduced pressure. The resultant residue was partitioned between CH2Cl2 and water. The layers were separated and the organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (silica, CH2Cl2:CH3OH 95:5) to afford the title product in 64% yield, identified by NMR and mass spectral analyses. LCMS (ESI+) 368 (MH+).

Provenance & Evidence