Diisobutylaluminumhydride → HCID 66955971, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 4-methyl-2-(piperidin-1-yl)-6-p-tolylpyrimidine-5-carboxylate (2 g; 5,89 mmol) in dry dichloromethane (20 mL) at (−78° C.) under nitrogen atmosphere was slowly added a solution of diisobutylaluminium hydride (1M in dichloromethane) (13 mL; 13 mmol) and the reaction was stirred for 1 h at (−78° C.), then allowed to warm up to 0° C. and the stirring was carried on 2 h more. The reaction was quenched by adding a solution of hydrochloric acid 1N and the mixture was vigorously stirred for 1 h. The phases were separated and the aqueous layer was extracted with dichloromethane. The combined organic layers were washed with a saturated solution of sodium potassium tartrate and brine, dried over magnesium sulphate, filtered and concentrated under reduced pressure. The desired compound was obtained as a white solid (1.48 g; 84%) and used as such in the next step.

Provenance & Evidence