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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376160Generated: November 1, 2026

Water → HCID 86603768, compound

https://huagongshe.com/reaction/2376160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantm,alpha-DichlorotolueneHCID 12103—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 86603653HCID 86603653—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86603768HCID 8660376846%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of ethyl (2E)-3-[5-chloro-6-(4-piperidinylamino)-3-pyridinyl]acrylate dihydrochloride (500 mg) in DMF (5 ml) was added 1-chloro-3-(chloromethyl)benzene (0.173 ml) and N,N-diisopropylethylamine (0.91 ml), the mixture was stirred at 70° C. for 7 hour. The mixed solution was poured into a mixture of water (30 ml) and AcOEt (30 ml). The organic layer was separated, washed with water twice and brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography eluted with 5% MeOH in dichloromethane to give ethyl (2E)-3-(5-chloro-6-{[1-(3-chlorobenzyl)-4-piperidinyl]amino}-3-pyridinyl)acrylate (261 mg, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465731B2
Source datasetuspto-grants-2008_12
ORD IDord-4abb54900ee94938b20895a414031774
Source noteuspto-grants-2008_12