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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801288Generated: October 31, 2026

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

https://huagongshe.com/reaction/1801288

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluorobenzoyl chlorideHCID 67879—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-(4-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylateHCID 67441380—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-(4-(4-fluorobenzamido)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylateHCID 6744100937%

Reaction Steps

To a solution of methyl 2-(4-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate (70 mg, 0.23 mmol) and N,N-diisopropylethylamine (0.09 mL, 0.52 mmol,) in dichloro methane (5 mL) was added 4-fluorobenzoyl chloride (54 mg, 0.34 mmol). The resultant mixture was stirred at room temperature for 16 hrs under nitrogen. The solvent was removed in vacuo and the residue was washed with dichloromethane/petroleum ether, the precipitate was collected to afford methyl 2-(4-(4-fluorobenzamido)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate as a yellow solid, 43 mg, yield: 37%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344137B2
Source datasetuspto-grants-2013_01
ORD IDord-90c9d6b50f634ae7b70cbfe34cb591c9
Source noteuspto-grants-2013_01