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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159221Generated: November 1, 2026

Citric Acid → HCID 24856502, compound

https://huagongshe.com/reaction/1159221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantDiisopropylethylamineHCID 81531—
ReactantCyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)-HCID 12228412—
ReactantHCID 67505404HCID 67505404—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 24856502HCID 2485650241.7%

Reaction Steps

To a solution of 0.10 g 6-(2-chloro-phenyl)-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid in 3.0 ml of DMF is added at room temperature 0.082 g 1,1′-carbonyl-diimidazole, 0.22 ml N-ethyldiisopropylamine and 0.057 g (1R,2R)-2-amino-cyclohexanol hydrochloride and stirred for 72 hours. To the mixture is added citric acid 10% solution and ethyl acetate. The organic layer is washed with sodium bicarbonate 10% solution and sodium chloride saturated solution. The organic layer is separated and dried over sodium sulfate and evaporated at the rotary evaporator. The residue is purified by chromatography on silica gel with heptane/ethyl acetate 40/60 to yield 0.055 g of the title compound as white solid, MS (ISP) 401.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812028B2
Source datasetuspto-grants-2010_10
ORD IDord-a41874be452a40919d3152e984c0c3a6
Source noteuspto-grants-2010_10