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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801310Generated: October 29, 2026

Phenylacetyl chloride → Methyl 3,3-dimethyl-2-(4-(2-phenylacetamido)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate

https://huagongshe.com/reaction/1801310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetyl chlorideHCID 7679—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-(4-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylateHCID 67441380—
SolventDichloromethaneHCID 6344—
ProductMethyl 3,3-dimethyl-2-(4-(2-phenylacetamido)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylateHCID 6744253281%

Reaction Steps

To a solution of methyl 2-(4-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate (80 mg, 0.26 mmol) and N,N-diisopropylethylamine (0.09 mL, 0.52 mmol) in dichloromethane (5 mL) was added 2-phenylacetyl chloride (0.05 mL, 0.34 mmol). The resultant mixture was stirred at room temperature for 16 hrs under nitrogen. The solvent was removed and the residue was washed with dichloromethane/petroleum ether, the precipitate was collected to afford methyl 3,3-dimethyl-2-(4-(2-phenylacetamido)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate as a yellow solid, 90 mg, yield: 81%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344137B2
Source datasetuspto-grants-2013_01
ORD IDord-fba14c086f0e424ba92aea78aec1d1ae
Source noteuspto-grants-2013_01