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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 55818Generated: October 26, 2026

Sodium Carbonate → Methyl 4-(6-methoxyquinolin-2-yl)benzoate

https://huagongshe.com/reaction/55818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Methoxycarbonylphenylboronic acidHCID 2734369—
ReactantHCID 178487824HCID 178487824—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductMethyl 4-(6-methoxyquinolin-2-yl)benzoateHCID 6698009840.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2-chloro-6-methoxyquinoline (Intermediate 1, 200 mg, 1.0 mmol), 4-(methoxycarbonyl) phenylboronic acid (205 mg, 1.1 mmol), Pd(dppf)Cl2 (366 mg, 0.5 mmol) and sodium carbonate (212 mg, 2.0 mmol) in 1,4-dioxane/water (3 mL/0.6 mL) was heated to 120° C. by microwave for 1 h. The precipitates were filtered; washed with EA (10 mL), acetone (10 mL) and water (10 mL) separately; dried to afford product (120 mg, 40.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09433618B2
Source datasetuspto-grants-2016_09
ORD IDord-22fc8e2e1637487cbda154f2dea039f9
Source noteuspto-grants-2016_09