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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77785Generated: October 27, 2026

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

https://huagongshe.com/reaction/77785

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 numberUS08841336B2
Source datasetuspto-grants-2014_09
ORD IDord-e3def6ea8e504ec09340212c25928a42
Source noteuspto-grants-2014_09