Methylamine → HCID 54541909, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1,2,3,4-tetrahydro-4-methyl-7-methoxycyclopent[b]indole-2-carboxylic acid ethyl ester (4.5 g, 0.016 mole) in 100 ml of absolute ethanol, was added methylamine (40% aqueous solution, 15 ml, 6 g, 0.18 mole). The mixture was stirred at 70° C. for 50 hours in a sealed tube. The mixture was concentrated to a brown solid (~5 g) which was eluted on a silica gel column with ethyl acetate/dichloromethane (1:1) via HPLC. The desired fractions were combined and concentrated to a white solid, 3.0 g, mp 164°-165° C. A sample of this material was recrystallized from ethanol to afford the product as a white solid, mp 166°-167° C.

Provenance & Evidence