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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1862979Generated: October 30, 2026

Sodium hydride → 6,11-Dihydro-2,6-dimethyl-11-(3-pyrrolidino-propyl)-5H-pyrido[2,3-b][1,5]benzodiazepin5-one

https://huagongshe.com/reaction/1862979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(3-Chloropropyl)-pyrrolidineHCID 11321028—
Reactant6,11-Dihydro-2,6-dimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-oneHCID 20393028—
SolventDimethylformamideHCID 6228—
Product6,11-Dihydro-2,6-dimethyl-11-(3-pyrrolidino-propyl)-5H-pyrido[2,3-b][1,5]benzodiazepin5-oneHCID 20393046—

Reaction Steps

A mixture consisting of 7.2 gm of 6,11-dihydro-2,6-dimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one, 1.9 gm of 50% sodium hydride in mineral oil and 100 ml of dimethyl formamide was stirred at 60°-70° C. for 45 minutes. Thereafter, the mixture was cooled to room temperature, 7.4 gm of 3-pyrrolidino-propyl chloride were added dropwise and the mixture was refluxed for 3 hours. The solvent was then distilled off in vacuo, and the residue was recrystallized twice from acetonitrile, yielding 46% of theory of the compound named in the heading, which had a melting point of 134°-136° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04167570
Source datasetuspto-grants-1979_09
ORD IDord-a522f4b935004ff7bf2f124b2296fcfa
Source noteuspto-grants-1979_09