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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 416467Generated: October 30, 2026

Lithium cyclopropylmethoxide → 6-(4-chloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide

https://huagongshe.com/reaction/416467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium cyclopropylmethoxideHCID 20660854—
Reactant5-bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amideHCID 46221085—
SolventTetrahydrofuranHCID 8028—
Product6-(4-chloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amideHCID 44466570—

Reaction Steps

To 0.048 g 5-bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide was added 1 ml of a 0.25 M solution of lithium cyclopropylmethoxide in tetrahydrofuran and the mixture was stirred at room temperature for 30 min. The orange reaction mixture was partitioned between 10% citric acid and ethyl acetate. The phases were separated and the organic phase was washed with brine. After evaporation the crystalline residue was triturated under methanol to yield 0.028 g of the title compound as white crystals. MS (M−H) at 468.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088920B2
Source datasetuspto-grants-2012_01
ORD IDord-7c40172b6d574eaea7a8dfe0c1283b67
Source noteuspto-grants-2012_01