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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727261Generated: October 30, 2026

Triethylamine → 4-(Pyridin-3-ylsulfamoylmethyl)benzoic Acid Methyl Ester

https://huagongshe.com/reaction/1727261

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-AminopyridineHCID 10009—
ReactantMethyl 4-[(chlorosulfonyl)methyl]benzoateHCID 21804301—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
Product4-(Pyridin-3-ylsulfamoylmethyl)benzoic Acid Methyl EsterHCID 3039130181%

Reaction Steps

To a solution of 4-chlorosulfonylmethylbenzoic acid methyl ester (435 mg, 1.75 mmol) and 3-aminopyridine (170 mg, 1.81 mmol) in CH2Cl2 (10 mL) at 0° C. was added triethylamine (488 μL, 3.50 mmol), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with CHCl3, and the mixture was washed with water and brine. The organic layer was dried (Na2SO4) and evaporated under reduced pressure to give the crude product which was purified by MPLC on silica gel (3% MeOH in EtOAc) to afford the titled compound (434 mg, 81%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495022B2
Source datasetuspto-grants-2009_02
ORD IDord-4375fbc633ca40edbdfe4b1fa0651bbc
Source noteuspto-grants-2009_02