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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696770Generated: November 1, 2026

Triethylamine → Methyl 6-[({[5-(2-acetoxyethyl)-4-methyl-2-thienyl]sulfonyl}carbamoyl)amino]-4-(trifluoromethyl)pyridine-2-carboxylate

https://huagongshe.com/reaction/1696770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenyl chloroformateHCID 15891—
ReactantHCID 67273589HCID 67273589—
ReactantMethyl 6-amino-4-(trifluoromethyl)picolinateHCID 67274099—
SolventAcetonitrileHCID 6342—
ProductMethyl 6-[({[5-(2-acetoxyethyl)-4-methyl-2-thienyl]sulfonyl}carbamoyl)amino]-4-(trifluoromethyl)pyridine-2-carboxylateHCID 4263061173.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 0.263 g acetic acid 2-(3-methyl-5-sulfamoyl-thiophen-2-yl)-ethyl ester in 5 ml acetonitrile was added 0.188 g phenylchloroformate and 0.252 g triethylamine at ° C. and the mixture was stirred at this temperature for 2 h. To the resulting suspension was added 0.220 g 6-amino-4-trifluoromethyl-pyridine-2-carboxylic acid methyl ester and the mixture was heated to 60° C. for 18 h. The reaction mixture was partitioned between 10% citric acid and ethyl acetate. The phases were separated and the organic phase was washed with brine and evaporated. The residue was triturated with t-butylmethylether. The solid was collected by filtration to yield 0.376 g of the title compound as white crystals. MS (ISN) M−H+=508.3

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163778B2
Source datasetuspto-grants-2012_04
ORD IDord-d1ffab1877b14f14bb6765dcfebf2b90
Source noteuspto-grants-2012_04