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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448889Generated: October 30, 2026

Methanol → [[4-Chloro-3-(3,5-dichloro-pyridin-2-yl)-benzoyl]-(2-methoxy-phenyl)-amino]-acetic acid methyl ester

https://huagongshe.com/reaction/448889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium hydrideHCID 24758—
ReactantBromomethyl acetateHCID 68536—
Reactant4-chloro-3-(3,5-dichloro-pyridin-2-yl)-N-(2-methoxy-phenyl)-benzamideHCID 68602719—
SolventDimethylformamideHCID 6228—
Product[[4-Chloro-3-(3,5-dichloro-pyridin-2-yl)-benzoyl]-(2-methoxy-phenyl)-amino]-acetic acid methyl esterHCID 59370363—

Reaction Steps

To 4-chloro-3-(3,5-dichloro-pyridin-2-yl)-N-(2-methoxy-phenyl)-benzamide (40 mg, 0.1 mmol) in DMF (0.6 mL) at 0-5° C., NaH (8 mg, 0.2 mmol, 60% in mineral oil) was added and the mixture was stirred for 25 min at rt. Upon addition of bromomethylacetate (21 μL, 0.2 mmol), the mixture was stirred at room temperature for 12 hrs. Addition of MeOH (0.3 mL) was followed by filtration and purification on preparative HPLC to afford [[4-chloro-3-(3,5-dichloro-pyridin-2-yl)-benzoyl]-(2-methoxy-phenyl)-amino]-acetic acid methyl ester 17-1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481738B2
Source datasetuspto-grants-2013_07
ORD IDord-3c5b41a863294bab8dfe58d953b14e9d
Source noteuspto-grants-2013_07