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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3518Generated: October 25, 2026

2-Methylbenzoyl chloride → N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)ylcarbonyl)-2-methylphenyl]-2-methylbenzamide

https://huagongshe.com/reaction/3518

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methylbenzoyl chlorideHCID 70276—
ReactantDiisopropylethylamineHCID 81531—
Reactant10,11-Dihydro-10-(4-amino-3-methylbenzoyl)-5H-Pyrrolo[2,1-c][1,4]benzodiazepineHCID 10686975—
SolventDichloromethaneHCID 6344—
ProductN-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)ylcarbonyl)-2-methylphenyl]-2-methylbenzamideHCID 2183716665.9%

Reaction Steps

A solution of 0.83 g of 10,11-dihydro-10-(4-amino-3-methylbenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine, 0.5 g of N,N-diisopropylethylamine and 0.6 g of 2-methylbenzoyl chloride in 50 ml of methylene chloride is stirred at room temperature for 18 hours. The reaction mixture is washed with water, the organic layer dried with Na2SO4 and passed through a pad of hydrous magnesium silicate. Hexane is added at the boil to give 0.75 g of a solid which is crystallized from methylene chloride-hexane to give 0.61 g of the desired product, m.p. 125°-130° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05733905
Source datasetuspto-grants-1998_03
ORD IDord-a0865d39ece04d7ca18701901cb148a2
Source noteuspto-grants-1998_03