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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1989476Generated: November 1, 2026

Trifluoroacetic acid → 5-{4-[4-(4-Chloro-phenyl)-6-methyl-pyrimidin-2-yl]-pyridin-2-yl}-thiophene-2-sulfonic acid amide

https://huagongshe.com/reaction/1989476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant5-{4-[4-(4-Chloro-phenyl)-6-methyl-pyrimidin-2-yl]-pyridin-2-yl}-thiophene-2-sulfonic acid tert-butylamideHCID 60209436—
SolventDichloromethaneHCID 6344—
Product5-{4-[4-(4-Chloro-phenyl)-6-methyl-pyrimidin-2-yl]-pyridin-2-yl}-thiophene-2-sulfonic acid amideHCID 5746894233.8%

Reaction Steps

To a cooled and stirred solution of 5-{4-[4-(4-chloro-phenyl)-6-methyl-pyrimidin-2-yl]-pyridin-2-yl}-thiophene-2-sulfonic acid tert-butylamide (0.12 g) in dichloromethane (4 mL) was added TFA (4 mL) and the reaction mixture was allowed to stir at room temperature for 15 h. The mixture was evaporated to dryness and saturated NaHCO3 solution (5 mL), diethyl ether and heptane were added. The mixture was stirred at room temperature for 1 h, the precipitate was collected by filtration, washed with water and heptane and dried. Further purification by flash-chromatography on silica gel (ethyl acetate/hexane) and crystallization (diethyl ether) yielded the title compound as a white solid (0.036 g, 12%). MS (ISP) 443.2 [(M+H)+]; mp 232.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642264B2
Source datasetuspto-grants-2010_01
ORD IDord-bf53e93944ef4f5caeb9215e71ea08a0
Source noteuspto-grants-2010_01