Phenyl chloroformate → HCID 71811136, compound

Participants

Reaction Steps

In a 20 mL round-bottomed flask, 1-((7-chloro-4-oxo-1-phenyl-1,4-dihydroquinolin-3-yl)methyl)-3-(piperidin-4-yl)urea (intermediate N) (0.100 g, 0.243 mmol), phenyl chloroformate (38.1 mg, 30.6 μL, 0.243 mmol) and N,N-diisopropylethylamine (157 mg, 213 μL, 1.22 mmol) were combined with CH2Cl2 (5 ml). The reaction mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated. The crude product was purified using preparative reverse-phase HPLC to give 4-[3-(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-ureido]-piperidine-1-carboxylic acid phenyl ester. MS calcd. for C29H28ClN4O4 [(M+H)+] 531.2, obsd. 531.0.

Provenance & Evidence