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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1902488Generated: October 26, 2026

1-Methylpiperazine → 1,3-Dimethyl-4-[3-(4-methyl-1-piperazinyl)propionyl]-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one

https://huagongshe.com/reaction/1902488

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
Reactant4-(3-Bromopropionyl)-1,3-dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-oneHCID 20515487—
Solvent1,4-DioxaneHCID 31275—
Product1,3-Dimethyl-4-[3-(4-methyl-1-piperazinyl)propionyl]-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-oneHCID 2051544676%

Reaction Steps

1.5 g of 4-(3-bromopropionyl)-1,3-dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one and 0.85 g of N-methylpiperazine are warmed at 80° C. for 15 hours in 50 ml of dioxane. The thus-obtained mixture is concentrated to dryness in vacuo. 20 ml of saturated aqueous sodium carbonate solution are added thereto with stirring, and the mixture is then extracted three times with ethyl acetate. The combined extracts are dried over sodium sulfate, and the solvent is stripped off in vacuo. The resulting residue is chromatographed on neutral silica gel (methylene chloride/methanol 95/05). 1.2 g of the title compound of m.p. 187° C. (from isopropanol) are obtained).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04363816
Source datasetuspto-grants-1982_12
ORD IDord-5438a24a039444bb838c30312aec8c6f
Source noteuspto-grants-1982_12