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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203105Generated: October 31, 2026

1,2-Dimethoxyethane → HCID 89691001, compound

https://huagongshe.com/reaction/2203105

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium CarbonateHCID 11430—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 121386251HCID 121386251—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 89691001HCID 8969100130.8%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 4-((4-bromo-1,3-thiazol-2-yl)methoxy)-1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one (50 mg), cyclopropylboronic acid (10.3 mg), tetrakis(triphenylphosphine)palladium (6.3 mg), potassium carbonate (60.4 mg), DME (1 ml) and water (0.3 ml) was heated at 150° C. for 15 min under microwave irradiation. Additional cyclopropylboronic acid (14.1 mg) was added to the mixture, and the mixture was heated 150° C. for further 15 min under microwave irradiation. The reaction mixture was poured into water and extracted with EtOAc. The extract was washed with brine, dried over MgSO4, concentrated and purified by silica gel column chromatography (hexane/EtOAc then EtOAc/MeOH). The resulting solid was recrystallized from EtOH-water to give the title compound (14.1 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-d36b5099530446cb881156f5650dabee
Source noteuspto-grants-2016_06