Dicyclohexylcarbodiimide → Ethyl 3-imino-5-methoxy-2,3-dihydroimidazo[1,5-a]pyridine-7-carboxylate

Participants

Reaction Steps

1.17 g (2.38 mmol) of N-(4-ethoxycarbonyl-6-methoxypyridin-2-ylmethyl)-N′-(fluoren-9-ylmethyloxycarbonyl)thiourea (20e) were treated with 491 mg (2.38 mmol) of DCC in 25 ml of toluene and refluxed for six hours. After standing overnight at RT, the mixture was freed from the solvent and the residue was chromatographed on silica gel (heptane/ethyl acetate 75:25→ethyl acetate/methanol 90:10), it being possible to isolate 88 mg of the title compound.

Provenance & Evidence