HCID 86689955, compound → HCID 86689956, compound

Participants

Reaction Steps

The solution of compound 45a (3.5 g, 8.8 mmol) in ethyl acetate (100 mL) was hydrogenated with H2 gas in Parr hydrogenator using 10% Pd—C (0.8 g) as a catalyst at 30-35 psi for 6-7 hours. After completion of the reaction, the mixture was filtered through celite pad and filtrate was evaporated to dryness under reduced pressure to afford 1-(3-aminophenyl)-3-(4-(bis(2-chloroethyl)amino)phenyl)urea (46a), 3.0 g (93%); mp 182-183° C. 1H NMR (DMSO-d6) δ: 3.66-3.72 (8H, m, CH2), 5.22 (2H, brs, NH2), 6.17-6.19 (1H, d, J=8.0 Hz, Ar—H), 6.54-6.56 (1H, d, J=7.9 Hz, Ar—H), 6.69-6.71 (2H, d, J=9.0 Hz, Ar—H), 6.86 (1H, s, Ar—H), 6.88-6.90 (1H, t, J=8.0 Hz, Ar—H), 7.25-7.28 (2H, d, J=8.9 Hz, Ar—H), 8.27 (2H, br s, NH).

Provenance & Evidence