Ammonia → HCID 59088575, compound

Participants

Reaction Steps

To a stirred solution of N-[2-(3,4-dichlorophenyl)-3-carboxypropyl]—N-methyl-3-bromo-2,4-dimethoxy-1-napthamide (0.26 g, 0.468 mmol) in 5 mL of DMF was added HOBT.NH3 (0.175 g, 1.15 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.184 g, 0.96 mmol). The mixture was stirred at RT for 24 h and treated with saturated NaHCO3. The aqueous layer was extracted with DCM. The combined DCM extracts was dried over MgSO4, filtered and concentrated. Following chromatography purification, the title compound was obtained as light yellow solid (0.21 g, 81% yield). 1H NMR (CDCl3) δ 8.15-8.02 (m), 7.61-7.43 (m), 7.37-7.26 (m), 7.07-7.00 (m), 6.91-6.89 (d), 6.81 (d), 6.70-6.67 (d), 6.56-6.53 (d), 6.14 (s), 5.88 (s), 5.33-5.30 (m), 4.33-4.26 (m), 4.05-3.64 (m), 3.43 (m), 3.25 (s), 3.20 (s), 2.96 (s), 2.89 (s), 2.82-2.55 (m), 1.59 (s). MS m/z 555.0 (M+). Analysis calculated for C24H23BrCl2N2O4, 0.1 H2O, C 51.84, H 4.21, N, 5.04, found C, 51.81, H, 4.31, N, 5.05.

Provenance & Evidence