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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850822Generated: October 31, 2026

Water → HCID 66868904, compound

https://huagongshe.com/reaction/1850822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2,4-Dichlorobenzoyl chlorideHCID 66645—
ReactantHCID 66868651HCID 66868651—
SolventDichloromethaneHCID 6344—
ProductHCID 66868904HCID 66868904106.7%

Reaction Steps

2-(1-(1-(4-chlorophenyl)cyclobutyl)-3,4-dihydroisoquinolin-7-yloxy)ethanamine (80.0 mg, 0.15 mmol), 2,4-dichloro-benzoyl chloride (44.3 mg, 0.21 mmol), and triethyl amine (48.6 mg, 0.48 mmol) were dissolved in dichloromethane (2 ml) and stirred for 14 h at RT. Water was added and the mixture was extracted with ethyl acetate. The organic layers were washed with water and saturated NaCl solution, dried with MgSO4, and the solvent was removed. The residue was purified by flash chromatography on silica gel using methylenchloride/MeOH 98:2→95:5 to give 2,4-dichloro-N-(2-{1-[1-(4-chloro-phenyl)-cyclobutyl]-3,4-dihydro-isoquinolin-7-yloxy}-ethyl)-benzamide as a colourless oil (85.0 mg, 0.16 mmol, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957089B2
Source datasetuspto-grants-2015_02
ORD IDord-a1bf71f75f9d404aa1f7108a9da51891
Source noteuspto-grants-2015_02