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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1265893Generated: October 31, 2026

Chloride → 8-Chloro-7-(methyl-propyl-amino)-4-[3-(5-pyrrolidin-1-ylmethyl-[1,2,4]triazol-1-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one

https://huagongshe.com/reaction/1265893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantThionyl ChlorideHCID 24386—
ReactantPyrrolidineHCID 31268—
Reactant8-Chloro-7-(methyl-propyl-amino)-4-[3-(5-hydroxymethyl-[1,2,4]triazol-1-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-oneHCID 18613152—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product8-Chloro-7-(methyl-propyl-amino)-4-[3-(5-pyrrolidin-1-ylmethyl-[1,2,4]triazol-1-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-oneHCID 18613269—

Reaction Steps

The title compound was prepared from 8-chloro-7-(methyl-propyl-amino)-4-[3-(5-hydroxymethyl-[1,2,4]triazol-1-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one (Example 162) (220 mg, 0.50 mmol) by reaction with thionylchloride in dichloromethane and subsequent treatment of the corresponding chloride with pyrrolidine in DMF according to the method described in Example 45. Obtained as a light yellow solid (114 mg, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06544985B2
Source datasetuspto-grants-2003_04
ORD IDord-f3b1214b949442fe8291db506bf604ef
Source noteuspto-grants-2003_04