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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736909Generated: October 30, 2026

Triethylamine → 3-(5-Chloro-pyridin-2-yl)-5-isobutyrylamino-benzoic acid methyl ester

https://huagongshe.com/reaction/736909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantIsobutyryl chlorideHCID 62325—
Reactant3-Amino-5-(5-chloro-pyridin-2-yl)-benzoic acid methyl esterHCID 57851553—
SolventDichloromethaneHCID 6344—
Product3-(5-Chloro-pyridin-2-yl)-5-isobutyrylamino-benzoic acid methyl esterHCID 5785143067.9%

Reaction Steps

3-Amino-5-(5-chloro-pyridin-2-yl)-benzoic acid methyl ester (1.5 g, 5.71 mmol, from Preparation 2) and Et3N (2.39 mL, 17.13 mmol) were dissolved in 30 mL methylene chloride, and isobutyryl chloride (72 mL, 6.85 mmol) was added. The reaction mixture was stirred at room temperature for two hours, and then was partitioned between water and methylene chloride. The combined organic layers were dried (MgSO4), filtered and concentrated under reduced pressure to give 1.29 g of 3-(5-chloro-pyridin-2-yl)-5-isobutyrylamino-benzoic acid methyl ester, MS (M+H)=333.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595405B2
Source datasetuspto-grants-2009_09
ORD IDord-0328a9ed6c2d47d39568d984e3cab2a2
Source noteuspto-grants-2009_09