Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554671Generated: November 1, 2026

Ethanol → HCID 178470738, compound

https://huagongshe.com/reaction/554671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThionyl ChlorideHCID 24386—
Reactant(5-{2-[(Cyclopropanecarbonyl-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-methoxy-pyridin-3-yl)-acetic acidHCID 45138482—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 178470738HCID 178470738—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (5-{2-[(cyclopropanecarbonyl-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-methoxy-pyridin-3-yl)-acetic acid (0.099 g, 0.22 mmol) in EtOH (1 mL) was added thionyl chloride (0.16 mL, 2.19 mmol), and the reaction was stirred at 80° C. overnight. The mixture was diluted with CH2Cl2 and H2O, and the aqueous layer was extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and concentrated to give (5-{2-[(N-cyclopropanecarbonyl-N-ethyl-amino)-methyl]-4-trifluoromethyl-phenyl}-6-hydroxy-pyridin-3-yl)-acetic acid ethyl ester. The ester was hydrolyzed to the acid as described in Example 3, Step 7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08049015B2
Source datasetuspto-grants-2011_11
ORD IDord-5813404ca161462dad468ab59067e465
Source noteuspto-grants-2011_11