Ammonia → HCID 44155227, compound

Participants

Reaction Steps

To a solution of 4-cyano-3-(4-methylphenyl)-5-morpholin-4-ylthiophene-2-carboxylic acid (0.030 g, 0.091 mmol), HOBT (0.024 g, 0.18 mmol) and EDCI (0.035 g, 0.18 mmol) in DCM (1 mL) was added concentrated aqueous ammonia (0.158 mL, 4.5 mmol). The reaction mixture was allowed to stir at rt for 3 h and was concentrated. The residue was diluted with 0.1N HCl and extracted with EtOAc. The organic solutions were combined, washed with sat NaHCO3, brine, dried over MgSO4, filtered and concentrated to give 4-cyano-3-(4-methylphenyl)-5-morpholin-4-ylthiophene-2-carboxamide (35) (0.024 g, 80%). LCMS: (AA) ES+ 328.2. 1H NMR (400 MHz, d6-DMSO) δ: 7.45-7.47 (m, 2H), 7.40-7.42 (m, 2H), 3.88-3.90 (m, 4H), 3.64-3.66 (m, 4H) and 2.62 (s, 3H).

Provenance & Evidence