HCID 53857755, compound → HCID 54220615, compound

Participants

Reaction Conditions

Reaction Steps

1,2,3,4-Tetrahydro-7-methoxycyclopent[b]indol-2-carboxylic acid ethyl ester (9.5 g, 0.037 mole) was added to n-propyl amine (30 ml) in a sealed tube and heated to 100° C. with stirring for 26 hours. The mixture was then concentrated to yield a brown oil (12.4 g), which was eluted with 10% ethyl acetate in CH2Cl2 and then with 50% ethyl acetate in CH2Cl2 on a silica gel column via HPLC. The desired fractions were concentrated to yield the product as a tan solid 6.5 g, mp 141°-143° C. A portion of this material (1.2 g) was recrystallized from ether in ethyl acetate (5:1) to yield the product as a white solid, 0.8 g, mp 141°-143° C.

Provenance & Evidence