Phenylacetyl chloride → HCID 67441299, compound

Participants

Reaction Steps

To a solution of 2-(3-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate (150 mg, 0.48 mmol) and N,N-diisopropylethylamine (0.16 mL, 0.97 mmol) in dichloromethane (10 mL) was added 2-phenylacetyl chloride (0.1 mL, 0.63 mmol) with ice cooling. The resultant mixture was kept 0° C. for 10 h. Thin layer chromatography (petroleum ether:ethyl acetate=3:1, Rf=0.4) showed the reaction was complete. Solvent was removed in vacuo and the residue was purified by Prep. Thin layer chromatography (petroleum ether:ethyl acetate=3:1) to afford 139 mg of methyl-3,3-dimethyl-2-(3-(2-phenylacetamido)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxy late as a off-white solid. Yield: 67.1%. MS (ES+APCI) M+1-CH3O=397.1.

Provenance & Evidence