Pyridine → HCID 13193766, compound

Participants

Reaction Conditions

Reaction Steps

In a similar manner, 2.78 grams (6.95 millimoles) of pyridinium bromide perbromide was added in one portion to a cooled to 0° C. mixture of 2 grams of dimethyl 2,6-dimethyl-4-(3,4-methylenedioxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylate and 0.81 milliliter of pyridine in 40 milliliters of ethanol-free chloroform, the resulting mixture stirred at 0° C. for 30 minutes then heated at reflux temperature for 90 minutes to obtain a methyl 2-methyl-4-(3,4-methylenedioxyphenyl)-5-oxo-1,4,5,7-tetrahydrofuro[3,4-b]pyridine-3-carboxylate product in the reaction mixture. The product was recovered in a manner similar to that previously described and purified over silica with 70/30 ethyl acetate/hexane to obtain 740 milligrams (39 percent yield) of white crystals. An analytical sample having a melting point of 226°-228° C. was obtained by recrystallizing from ethyl acetate/hexane and drying at 80° C./0.005 millimeters Hg pressure for 48 hours. Elemental analyses were as follow:

Provenance & Evidence