Dimethylformamide → HCID 21074231, compound

Participants

Reaction Steps

Methyl 6-[(3,5-diaminobenzoyl)amino]-3-pyridinecarboxylate (286 mg, 1 mM) was stirred at room temperature with 2-methylbenzoic acid (248 mg, 1.8 mM), HATU (950 mg, 2.5 mM) and di-isopropylethylamine (1.4 ml, 8 mM) in DMF (20 ml). The mixture was stirred overnight at room temperature and then poured into water and extracted with ethyl acetate. The extracts were dried (magnesium sulphate) filtered and evaporated to give an oil. Chromatography on silica using a gradient of ethyl acetate/hexane to give methyl 6-{[3,5-di-(2-methylbenzoylamino)benzoyl]amino}-3-pyridinecarboxylate (130 mg, 25%); H1 NMR δ (d6-DMSO) 2.5 (6 H s) 3.9 (3 H s) 7.25–7.55 (8 H m) 8.05 (2 H s) 8.3–8.45(3 H mn) 8.9 (1 H s) 10.55 (2 H s) 11.2 (1 H s); MS [MH]+ 523

Provenance & Evidence