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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448865Generated: October 26, 2026

Potassium Carbonate → (2-{[4-Chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-benzoyl]-methyl-amino}-phenoxy)-acetic acid methyl ester

https://huagongshe.com/reaction/448865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-2-chloro-4-methylpyridineHCID 2734427—
Reactant(2-{[4-Chloro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoyl]-methyl-amino}-phenoxy)-acetic acid methyl esterHCID 68601770—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product(2-{[4-Chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-benzoyl]-methyl-amino}-phenoxy)-acetic acid methyl esterHCID 59370345—

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of (2-{[4-chloro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoyl]-methyl-amino}-phenoxy)-acetic acid methyl ester (45 mg, 0.11 mmol), 5-bromo-2-chloro-4-methyl-pyridine (25 mg, 0.12 mmol), Pd(PPh3)4 (6.5 mg, 0.0056 mmol), and K2CO3 (38 mg, 0.28 mmol) in dioxane (600 ul), was heated at 95° C. for 12 hrs. The mixture was purified after a filtration by prep. LCMS to yield (2-{[4-chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-benzoyl]-methyl-amino}-phenoxy)-acetic acid methyl ester 3-1. MS [M+H]+: 459.0; tR=7.70 min; (method 2)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481738B2
Source datasetuspto-grants-2013_07
ORD IDord-ff79a4ea96ae4464ab9728c1f21ae768
Source noteuspto-grants-2013_07