tert-Butoxy bis(dimethylamino)methane → 6-[(Dimethylamino)methylene]-6,7,8,9-tetrahydro-9-(4-nitrobenzyl)-5H-pyrido[2,3-b]azepin-5-one

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Reaction Steps

To a slurry of 0.50 g of 6,7,8,9-tetrahydro-9-(4-nitrobenzoyl)-5H-pyrido[2,3-b]azepin-5-one in 10 ml of tetrahydrofuran under argon is added 0.70 g of tert-butoxy-bis(dimethylamino)methane and the mixture is stirred at room temperature overnight. The volatiles are removed under vacuum and the residue in ethyl acetate--CH2Cl2 (2:8) filtered through a short column of silica gel. The silica gel is washed with ethyl acetate (discard) and then with chloroform containing 3% methanol to give 0.51 g of the product as a yellow solid.

Provenance & Evidence