Sodium Hydroxide → HCID 9801362, compound

Participants

Reaction Conditions

Reaction Steps

A solution of methyl 2-(2-(N-(4-aminobut-1-yl) carbamoyl)-1H,3H,4H-5H-benzo[e]azapin-5-yl)acetate and 2-propyl isocyanate (1 eq) in ethyl acetate (2 mL) was heated at 60° C. for 48 hrs. The solvent was removed in vacuo and the residue was dissolved in methanol (0.1M) and 1N sodium hydroxide (3 eq). The mixture was heated at 60° C. for 24 hrs. The product was purified by preparative HPLC as a white solid (TFA salt, 55.5 mg, 59%): EI-MS m/z 405 (M+H); 1H-NMR (400 MHz, MeOH-d4): 7.29-7.14 (m, 4H), 4.54 (q, J=15.0 Hz, 2H), 3.79 (m,1H), 3.66 (m, 1H), 3.54 (m, 2H), 3.15-3.06 (m, 4H), 2.84-2.79 (m, 1H), 2.74-2.68 (m, 1H), 2.05-2.00 (m, 1H), 1.62-1.58 (m, 1H), 1.40-1.38 (m, 4H), 1.1 (d, J=6.8 Hz, 6H).

Provenance & Evidence