Potassium Hydroxide → HCID 9847749, compound

Participants

Reaction Conditions

Reaction Steps

Potassium hydroxide (0.26 g, 4.7 mmol) was added to a solution of (1) (0.06 g, 0.123 mmol) in ethanol (2 mL) at 25° C. The reaction mixture was heated at 85° C. for 12 h then cooled to room temperature. The mixture was concentrated, acidified with HCl (aq) (2 mL, 3M) and the desired product was filtered and rinsed with cold H2O to give 0.05 g (89%) of the title compound: 1H NMR (DMSO) δ 12.20 (br s, 1H), 8.50 (br s, 1H), 7.69 (s, 1H), 7.40 & 7.31 (br s, 2H), 7.16 (d, 1H, J=7.2), 4.70 (d, 2H, J=11.5), 4.24 (m, 1H), 3.86 (s, 3H), 3.82 (s, 3H), 3.10 (m, 2H), 1.92 (m, 2H), 1.66 (m, 2H); 13C NMR (DMSO) δ 167.4, 161.3, 155.7, 155.1, 150.6, 146.5, 119.0, 109.2, 104.8, 101.7, 56.2, 55.9, 47.7, 43.9, 30.4; HRMS (FAB) m/z 475.1589 (M+H)+ (C20H23N8O4Cl requires 475.1604); Anal. (C20H23N8O4Cl·2HCl·1/2H2O) C, H, N.

Provenance & Evidence