1,2-Dichloroethane → HCID 69652076, compound

Participants

Reaction Steps

EDC (869 mg, 4.53 mmol) was added to a stirred solution of the product from step c (1.10 g, 3.02 mmol), methyl 3-aminobenzoate (685 mg, 4.53 mmol), N-hydoxybenzotriazole (612 mg, 4.53 mmol) and 4-DMAP (cat) in DMF (10 ml). The solution was stirred for 72 h and then diluted with ethyl acetate (40 mL). The solution was washed sequentially with water (40 mL) and twice with brine (40 mL). The organic phase was dried (MgSO4) and the filtrate was evaporated at reduced pressure. The residue was purified by flash column chromatography (100% DCM) to yield the title compound (935 mg, 62%). 1H NMR (CDCl3) 8.71 (1H, br s), 8.21-8.20 (1H, t, J=1.8 Hz), 8.05-8.02 (1H, m), 7.86-7.83 (1H, m), 7.54-7.43 (4H, m), 7.31-7.26 (2H, m), 7.11-7.07 (2H, m), 7.00-6.97 (1H, m), 5.65 (2H, s), 3.92 (3H, s).

Provenance & Evidence