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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869582Generated: November 1, 2026

Chloroform → Avatrombopag Impurity 22

https://huagongshe.com/reaction/1869582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantEthyl 4-piperidinecarboxylateHCID 70770—
ReactantHCID 23030584HCID 23030584—
SolventTetrahydrofuranHCID 8028—
ProductAvatrombopag Impurity 22HCID 87436416—

Reaction Steps

To a solution of 750 mg of the compound of Example 5 in 10 ml of THF, 2.1 ml of ethyl isonipecotate was added at room temperature, the temperature was elevated to 50° C., and the mixture was stirred for 5 hours. To the reaction solution, chloroform was added, and the organic layer was washed with saturated aqueous NaHCO3 and brine and dried over sodium sulfate. After the evaporation of the solvent under reduced pressure, the obtained residue was purified by silica gel column chromatography (chloroform-MeOH=200:1˜100:1) to obtain 881 mg of 1-(3-chloro-5-{[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)thiazol-2-yl]carbamoyl}-2-pyridyl)piperidine-4-carboxylic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638536B2
Source datasetuspto-grants-2009_12
ORD IDord-308f61a1266c442b8cea2c100d0279f6
Source noteuspto-grants-2009_12