Diethylamine → HCID 135519383, compound

Participants

Reaction Steps

For the purpose of preparing the compound [3-(1H-indol-2-yl)-1H-indazol-5-ylmethyl]phenylphosphinic acid N-ethylamide, a solution of 150 mg of phenyl-phosphonic acid 3-(1H-indol-2-yl)-1H-indazol-5-yl ester 4-nitrophenyl ester (prepared according to procedure E) and 1.5 ml of diethylamine (2M solution in tetrahydrofuran) in dichloromethane (stabilized with amylene) is stirred at ambient temperature. 44 μl of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) are added and the medium is stirred overnight at ambient temperature. The solvent is evaporated off in a rotary evaporator and the reaction crude is purified by preparative LC/MS so as to isolate a compound of mass [M+H]+=390, which does not correspond to the expected product. A second fraction of 23 mg of a gray solid identified as phenylphosphonic acid mono-[3-(1H-indol-2-yl)-1H-indazol-5-yl]ester are collected.

Provenance & Evidence