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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217360Generated: October 27, 2026

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

https://huagongshe.com/reaction/217360

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 numberUS08193368B2
Source datasetuspto-grants-2012_06
ORD IDord-04f77ca9f92b460588a1e897cc45b381
Source noteuspto-grants-2012_06