Ammonia → N-(2-amino-1-{[2-(2,6-dichlorophenyl)-6-quinolinyl]methyl}-2-oxoethyl)-2,6-dichlorobenzamide

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Reaction Steps

2-[(2,6-dichlorobenzoyl)amino]-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoic acid 38 (2.12 g) in dry THF (15 ml) is cooled to −20° C. NEt3 (0.54 ml) and ethyl chloroformate (0.37 ml) are added. The solution is stirred at this temperature for 20 minutes. The resulting solution is saturated with gaseous NH3 at −30° C. The mixture is allowed to reach room temperature. After one night, the residue is filtered and washed with THF, then dried under vacuum at 60° C. and purified over silica gel using CH2Cl2/CH3OH (95/5) as eluent to give N-(2-amino-1-{[2-(2,6-dichlorophenyl)-6-quinolinyl]methyl}-2-oxoethyl)-2,6-dichlorobenzamide 122.

Provenance & Evidence