Triethylamine → HCID 53752614, compound

Participants

Reaction Conditions

Reaction Steps

510 mg of 8-iodo-5H-pyrimido[5,4-b]indole-2-carboxylic acid ethyl ester (Example 13) is added to a mixture of 0.22 ml of diethyl phosphite, 0.22 ml of triethylamine, 120 mg of palladium tetrakis(triphenylphosphine) in 25 ml of N-methylpyrrolidone, and stirred under argon at 90° C. for 4 hours. After adding 0.22 ml of diethyl phosphite, 0.22 ml of triethylamine, and 120 mg of palladium tetrakis(triphenylphosphine), the mixture is once again heated for 3 hours to 90° C. After concentration at a bath temperature of 80° C. (oil pump), the residue is chromatographed over silica gel with the use of methylene chloride/ethanol=10:1 as the eluent. Recrystallization of the corresponding fractions from ethyl acetate/diisopropyl ether yields 131 mg of 8-diethylphosphoryl-5H-pyrimido[5,4-b]indole-2-carboxylic acid ethyl ester, mp 195°-197° C.

Provenance & Evidence