Acetonitrile → HCID 71209027, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-chloro-N-((7-chloro-4-oxo-1-phenyl-1,4-dihydroquinolin-3-yl)methyl)nicotinamide (intermediate E) (30 mg, 0.071 mmol), (1S,4S)-tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (43 mg, 0.212 mmol) and N,N-diisopropylethylamine (59.2 mg, 80.0 μL, 0.456 mmol) in NMP (500 μL) was stirred at 115° C. in a sealed tube overnight. The reaction mixture was transferred to a vial with CH3CN, then concentrated under a stream of nitrogen. The crude product was purified using preparative reverse-phase HPLC. The product 5-{5-[(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-carbamoyl]-pyridin-2-yl}-2,5-diaza-bicyclo-[2.2.1]-heptane-2-carboxylic acid tert-butyl ester (28 mg, 68%) was obtained as a white solid. MS calcd. for C32H32ClN5O4 [(M+H)+] 586.2, obsd. 586.0.

Provenance & Evidence