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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485957Generated: October 31, 2026

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

https://huagongshe.com/reaction/1485957

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 numberUS09422310B2
Source datasetuspto-grants-2016_08
ORD IDord-472c308cabcc4ad3a0a5704d6bd1b2f2
Source noteuspto-grants-2016_08