1,2-Dichloroethane → HCID 58790107, compound

Participants

Reaction Steps

A solution of the amino lactam 285 (80.7 mg, 0.243 mmol), 3-(2-methoxyphenylamino)-3-oxopropanoic acid 27 (76.1 mg, 0.365 mmol), EDC (70 mg, 0.365 mmol) and HOBt (56 mg, 0.365 mmol) in DMF (2.4 mL) was stirred overnight at room temperature. More 27 (76.1 mg, 0.365 mmol) and EDC (70 mg, 0.365 mmol) were added and the mixture was stirred 6 h more. The mixture was diluted with EtOAc, extracted with water, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was crystallized from MeCN affording title compound 284 (24 mg, 0.044 mmol, 18% yield). 1H NMR (400 MHz, DMSO-d6) δ (ppm): 10.73 (s, 1H), 9.63 (s, 1H), 8.64 (d, J=6.5 Hz, 1H), 8.06 (dd, J=10 Hz, J=1.5 Hz, 1H), 7.92 (dd. J=13.1 Hz, J=2.3 Hz, 1H), 7.59-7.48 (m, 2H), 7.12-7.05 (m, 3H), 6.94-6.90 (m, 2H), 4.07 (dd, J=7.0 Hz, J=7.4 Hz, 2H), 3.86 (s, 3H), 3.67 (s, 2H), 2.69 (dd, J=7.8 Hz, J=8.2 Hz, 2H), 2.24 (m, 2H). MS (m/z): (M+1) 535.1 (100%).

Provenance & Evidence