Diisopropylethylamine → HCID 46901485, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3.54 g (20.70 mmol) of ethyl 5-hydroxymethylisoxazole-3-carboxylate (commercial), 7.88 mL (41.41 mmol) of N,N-diisopropylethylamine and 1.26 g (10.35 mmol) of N,N-dimethylaminopyridine in 120 mL of dichloromethane, cooled to 0° C., are added portionwise 4.17 g (20.70 mmol) of p-nitrophenyl chloroformate. The mixture is stirred at 10° C. for 2 hours and then evaporated to dryness. The residue obtained is taken up in 120 mL of 1,2-dichloroethane, followed by addition of 6.00 g (20.70 mmol) of 2-[1-(6-chloroquinolin-2-yl)piperidin-4-yl]ethylamine, obtained in step 11.2. and 5 mL (26.27 mmol) of N,N-diisopropylethylamine. The mixture is heated at 70° C. for 12 hours.

Provenance & Evidence