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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1511819Generated: October 26, 2026

Water → 1-[3-((E)-2-cyclohexylvinyl)pyrido[2,3-b]pyrazin-6-yl]-3-ethylurea

https://huagongshe.com/reaction/1511819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Cyclohexylvinyl boronic acidHCID 4185149—
Reactant1-(3-Chloropyrido[2,3-b]pyrazin-6-yl)-3-ethylureaHCID 58881791—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventN,N-Dimethylformamide--water (1/1)HCID 21962138—
Product1-[3-((E)-2-cyclohexylvinyl)pyrido[2,3-b]pyrazin-6-yl]-3-ethylureaHCID 16666575—

Reaction Conditions

Temperature90 °C

Reaction Steps

99.6 mg of 1-(3-chloropyrido[2,3-b]pyrazin-6-yl)-3-ethylurea (0.40 mmol), 73.6 mg of cyclohexylvinylboronic acid (0.48 mmol), 84.4 mg of sodium carbonate (0.80 mmol) and 33.4 mg of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (0.04 mmol) were initially charged in 6 ml of dimethylformamide/water (1:1) under nitrogen. The mixture was then heated to 90° C. for 6.5 h. Distilled water was then added to the reaction mixture and the resulting precipitate was filtered off with suction. The further purification was effected by column chromatography on silica gel (ethyl acetate/heptane eluent mixture). A light brown solid was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217042B2
Source datasetuspto-grants-2012_07
ORD IDord-bb836e82f9204d52b9a74b7116952c80
Source noteuspto-grants-2012_07