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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269553Generated: November 2, 2026

Dimethylamine, hydrochloride → 4-(4-Chlorophenyl)-1-[3-(5,11-dihydro-7-dimethylaminocarbonylmethyloxy[1]benzoxepino[2,3-b]pyridin-5-ylidene)propyl]piperidin-4-ol

https://huagongshe.com/reaction/2269553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantHCID 66758567HCID 66758567—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product4-(4-Chlorophenyl)-1-[3-(5,11-dihydro-7-dimethylaminocarbonylmethyloxy[1]benzoxepino[2,3-b]pyridin-5-ylidene)propyl]piperidin-4-olHCID 6675871986%

Reaction Steps

To a solution of product of example 133 (420 mg) in dimethylformamide (17 ml) were added 1-hydroxybenzotriazol hydrate (250 mg), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (310 mg), dimethylamine hydrochloride (270 mg) and triethylamine (0.45 ml), and the mixture stirred at room temperature for 12 hours. Water and chloroform were added to the reaction mixture, the organic layer was separated and washed with saturated aqueous sodium chloride, and dried with magnesium sulfate. The solvent was distilled off under reduced pressure to give the titled compound (380 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329385B1
Source datasetuspto-grants-2001_12
ORD IDord-40096c454df747e799e12e3cc8e75ede
Source noteuspto-grants-2001_12