Sodium Bicarbonate → HCID 59398114, compound

Participants

Reaction Steps

To 5 mL of dichloromethane solution containing 0.14 g of (7-methoxy-2-oxoquinolin-1(2H)-yl)acetaldehyde, 0.22 g of tert-butyl(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(piperidin-4-yl)carbamate and 36 of acetic acid were added, then, 0.20 g of sodium triacetoxyborohydride was added to the reaction mixture, and stirred for 3 hours. To the reaction mixture, water, ethyl acetate and aqueous saturated sodium hydrogen carbonate solution were added, the organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and extracts were combined, washed with aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography [eluent; chloroform:methanol=100:1], to give 0.30 g of tert-butyl(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(7-methoxy-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate as a yellow oil.

Provenance & Evidence