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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851314Generated: November 2, 2026

1,2-Dimethoxyethane → HCID 68750600, compound

https://huagongshe.com/reaction/1851314

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant4-(Hydroxymethyl)benzeneboronic acidHCID 2734706—
ReactantHCID 86703061HCID 86703061—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
ProductHCID 68750600HCID 68750600—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-chloro-2-methylsulfanyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine (310 mg, 1.12 mmol), [4-(hydroxymethyl)phenyl]boronic acid (187 mg, 1.23 mmol), 2.32 mL Na2CO3 solution (10%), 56 mg 1,1′-bis(diphenylphosphino)ferrocenedichloropalladium(II) and 3.6 mL DME was heated at 100° C. for 50 min under microwave irradiation. In parallel, a second reaction was performed with a 100 mg portion of 5-chloro-2-methylsulfanyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine. On cooling, both mixtures were combined, diluted with water and extracted with CH2Cl2. The combined organic extract was washed with brine, dried and concentrated in vacuo to give the crude title compound which was used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-283e3c067c094299a5db19ff8e5072b4
Source noteuspto-grants-2015_02