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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1456074Generated: 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/1456074

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 numberUS05843944
Source datasetuspto-grants-1998_12
ORD IDord-5a2cd5dd22bb4d63b5bcc3417a90e608
Source noteuspto-grants-1998_12