Benzyl 2-[({[(4-chlorophenyl)amino]carbonyl}amino)methyl]morpholine-4-carboxylate → N-(Morpholin-2-ylmethyl)-N'-phenylurea

Participants

Reaction Conditions

Reaction Steps

A suspension of 10% palladium on carbon (1.5 g) and Intermediate 6 (3.2 g) in ethyl acetate (250 ml) was stirred vigorously under hydrogen at 1 atmosphere and 22° C. for 20 h. The catalyst was filtered off and the volatiles were removed in vacuo. The procedure was repeated with a further portion of the catalyst (1 g) for a further 24 h before filtration and solvent evaporation in vacuo. Purification of the residue by Biotage flash chromatography on a 90 g silica cartridge, eluting with 100:8:1 dichloromethane/ethanol/0.880 ammonia solution, gave the title compound as a colourless oil (1.6 g). LC/MS (System A) Rt 1.39 min, Mass Spectrum m/z 236 [MH+].

Provenance & Evidence