Nitrogen → 1-Methyl-3-{N-[beta-(4-hydroxyphenyl)ethyl]}carbamoyl-1,4-dihydropyridine

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Reaction Steps

To an ice cold solution of 1.15 g (3 mmol) of the product of Example 27 in 200 ml of deaerated water, 1.5 g (18 mmol) sodium bicarbonate were added. While the mixture was bubbled with N2 gas, 2.09 (12 mmol) of sodium dithionite were gradually added to the mixture. The mixture was stirred under N2 for 1 hr and then extracted twice, each with 100 ml of ethyl acetate. The combined extract was washed with water, dried over anhydrous Na2SO4 and distilled on rotovap. Yield, 0.38 g (50%) of yellowish semisolid which reduced alcoholic AgNO3TS instantaneously. (PMR as expected.)

Provenance & Evidence