Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712350Generated: October 31, 2026

Dichloromethane → HCID 86664058, compound

https://huagongshe.com/reaction/712350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCesium carbonateHCID 10796—
ReactantHCID 66977183HCID 66977183—
Reactant2-(3-Ethylureido)-7-(pyridin-2-yl)benzothiazol-5-ylboronic acidHCID 72724483—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDimethylformamideHCID 6228—
ProductHCID 86664058HCID 8666405836%

Reaction Conditions

Temperature120 °C

Reaction Steps

Ethyl 1-(5-bromothiazol-2-yl)-4-ethyl-piperidine-4-carboxylate (66 mg, 0.19 mmol), 2-(ethylcarbamoylamino)-7-(2-pyridyl)-1,3-benzothiazol-5-yl-boronic acid (50 mg, 0.15 mmol) and cesium carbonate (42 mg, 0.22 mmol) were suspended in DMF (1 mL) in a 5 mL microwave vessel and the mixture degassed with Ar for 5 min. [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with DCM (10 mg, 0.01 mmol) was added to the mixture, then the vessel was sealed and heated at 120° C. for 60 min in a microwave. The mixture was cooled to rt then evaporated to dryness and the crude residue purified over a 12 g silica-gel column using a MeOH: DCM elution gradient (0-5%) to obtain the product as a viscous oil (30 mg, 36% yield). MS: 565.17 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181234B2
Source datasetuspto-grants-2015_11
ORD IDord-bdd1710bb2854bee91d88f6926b9d13e
Source noteuspto-grants-2015_11