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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478368Generated: October 30, 2026

Triethylamine → HCID 69961279, compound

https://huagongshe.com/reaction/478368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-HydroxymethylpyridineHCID 11472—
ReactantTriphosgeneHCID 94429—
ReactantHCID 10828112HCID 10828112—
Solvent1,2-DichlorobenzeneHCID 7239—
SolventEthyl AcetateHCID 8857—
ProductHCID 69961279HCID 69961279117.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 1-(4-amino-2-chlorobenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine (0.8 g) in o-dichlorobenzene (5 ml) is added triphosgen (0.26 g), and the mixture is stirred at 120° C. for three hours. To the mixture is added triethylamine (0.27 g), and the mixture is stirred at 120° C. for two hours. To the mixture is added (4-pyridyl)methanol (0.29 g), and the mixture is stirred at 120° C. for two hours. To the reaction solution is added ethyl acetate, and the mixture is washed with water, and the organic layer is dried over magnesium sulfate, filtered, and evaporated to remove the solvent. The resulting residue is purified by silica gel column chromatography (solvent; ethyl acetate:n-hexane=1:5→dichloromethane:methanol=25:1), and the residue is washed with methanol/diethyl ether to give 1-{4-[(4-pyridyl)methoxycarbonylamino]-2-chlorobenzoyl}-2,3,4,5-tetrahydro-1H-benzazepine (0.45 g) as white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642223B2
Source datasetuspto-grants-2003_11
ORD IDord-e0f8fc539e534732bf3645aeaa9bdae3
Source noteuspto-grants-2003_11