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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739944Generated: October 25, 2026

Triethylamine → 10,11-Dihydro-10-[4-[(3-methylpropyloxycarbonyl)-amino]benzoyl]-5H-pyrrolo[2,1-c][1,4]benzodiazepine

https://huagongshe.com/reaction/1739944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantIsobutyl chloroformateHCID 62365—
Reactant10,11-dihydro-10(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepineHCID 10828280—
ReactantDichloromethane ethylacetateHCID 21226138—
SolventDichloromethaneHCID 6344—
Product10,11-Dihydro-10-[4-[(3-methylpropyloxycarbonyl)-amino]benzoyl]-5H-pyrrolo[2,1-c][1,4]benzodiazepineHCID 21837203—

Reaction Steps

To a stirred solution of 0.15 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]-benzodiazepine in 2 ml of methylene chloride is added 0.10 g of triethylamine followed by 0.10 g of isobutylchloroformate. The reaction mixture is stirred for 3 hours and then quenched with 1 N NaOH. The organic layer is evaporated in vacuo to a residue which is stirred in 5 ml of tetrahydrofuran for 1 hour, then evaporated in vacuo to a residue. The residue is extracted with ethyl acetate-methylene chloride, washed with brine, dried (Na2SO4), filtered through hydrous magnesium silicate and evaporated in vacuo to give a residue which is stirred with ethyl acetate-methylene chloride to give 0.22 g of cream colored solid. MS(CI): 404(M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05968937
Source datasetuspto-grants-1999_10
ORD IDord-7197a564ee36458fa40449abfbbd1fa0
Source noteuspto-grants-1999_10