2,4,6-Trimethylpyridine → 3-[6,7,8,9-tetrahydro-8-[(1-piperidino)methyl]pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione

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Reaction Steps

A solution of 0.64 g of the product of Example 1 and 0.4 ml of 2,4,6-collidine in 20 ml of dichloromethane was added dropwise to a solution of 0.75 g of trifluoromethanesulfonic anhydride in 10 ml of dichloromethane at 0° C. After 2.5 hours, the mixture was treated with 3 ml of piperidine and stirred for 16 hours. Concentration and chromatography of the residue on silica gel with dichloromethane/methanol (gradient from 98:2 to 50:50) gave 340 mg of 3-[6,7,8,9-tetrahydro-8-[(1-piperidino)methyl]pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione. This was converted into the hydrochloride of melting point 294° C. (decomposition), by treatment with a saturated solution of hydrogen chloride in ethyl acetate.

Provenance & Evidence