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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592694Generated: November 1, 2026

Potassium Carbonate → 5-Cyano-2-{[(3,5-dimethyl-pyridin-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8yl)amino]-methyl}-benzoic acid methyl ester

https://huagongshe.com/reaction/1592694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-(bromomethyl)-5-cyanobenzoateHCID 17965928—
Reactant(R)-(3,5-dimethyl-pyridin-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amineHCID 67272465—
SolventAcetonitrileHCID 6342—
Product5-Cyano-2-{[(3,5-dimethyl-pyridin-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8yl)amino]-methyl}-benzoic acid methyl esterHCID 67272621—

Reaction Steps

(R)-(3,5-Dimethyl-pyridin-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine (0.40 g, 1.50 mmol), 2-bromomethyl-5-cyano-benzoic acid methyl ester (0.40 g, 1.57 mmol) and K2CO3 (0.58 g, 4.50 mmol) in CH3CN (10 mL) were reacted according to General Procedure A. The crude 5-cyano-2-{[(3,5-dimethyl-pyridin-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8yl)-amino]-methyl}-benzoic acid methyl ester was isolated as an orange-brown oil (0.68 g, 100%) and used without purification in the next step of the synthesis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291631B2
Source datasetuspto-grants-2007_11
ORD IDord-a2828f8f295f487e863298aa9965bc92
Source noteuspto-grants-2007_11