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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2057379Generated: November 3, 2026

Sodium Carbonate → 11-({[(1-Ethylpyrrolidin-2-yl)methyl]amino}acetyl)-5-methyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

https://huagongshe.com/reaction/2057379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
ReactantHCID 19933222HCID 19933222—
Reactant11-(2-Chloroacetyl)-5,11-dihydro-5-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 20329370—
SolventEthanolHCID 702—
Product11-({[(1-Ethylpyrrolidin-2-yl)methyl]amino}acetyl)-5-methyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 3053099—

Reaction Steps

9.0 gm of 11-chloroacetyl-5,11-dihydro-5-methyl-6H-pyrido[2,3-b]-[1,4]benzodiazepin-6-one, 3.5 gm of sodium carbonate and 4 gm of 1-ethyl-2-amino-methyl-pyrrolidine were refluxed in 100 ml of ethanol for 1.5 hours. Then the hot mixture was suction-filtered, the filtrate was evaporated in vacuo to dryness, and the residue was recrystallized from acetonitrile and subsequently from ethyl acetate, yielding 48% of theory of the compound of the formula ##STR6## which had a melting point of 169°-171° C. Its dihydrochloride had a melting point of 196°-198° C. (from ethanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04210648
Source datasetuspto-grants-1980_07
ORD IDord-98b98a9f50a84cbd93c2a8d5aa8c0645
Source noteuspto-grants-1980_07