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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554672Generated: October 30, 2026

Potassium Carbonate → [5-{2-[(N-Cyclopropanecarbonyl-N-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-acetic acid

https://huagongshe.com/reaction/554672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthanol, 2,2,2-trifluoro-, 1-(4-methylbenzenesulfonate)HCID 67942—
ReactantHCID 178470738HCID 178470738—
SolventDimethylformamideHCID 6228—
Product[5-{2-[(N-Cyclopropanecarbonyl-N-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-acetic acidHCID 45139199—

Reaction Conditions

Temperature55 °C

Reaction Steps

(5-{2-[(N-Cyclopropanecarbonyl-N-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-hydroxy-pyridin-3-yl)-acetic acid ethyl ester (0.175 g, 0.39 mmol), 2,2,2-trifluoroethyl tosylate (0.151 g, 0.58 mmol), and potassium carbonate (0.070 g, 0.51 mmol) were combined in DMF (1.8 mL) and stirred at 55° C. overnight. Additional 2,2,2-trifluoroethyl tosylate and potassium carbonate were added, and the reaction was stirred at 75° C. overnight. After cooling, the crude material was used directly in the hydrolysis step. The ester was hydrolyzed to the acid as described in Example 3, Step 7. The acid was purified by preparative HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08049015B2
Source datasetuspto-grants-2011_11
ORD IDord-2287b67b28e0447188e154ef4bab1ec2
Source noteuspto-grants-2011_11