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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573358Generated: November 3, 2026

1,2-Dimethoxyethane → 2-Methyl-1-(2-{4-[1-(1-methylethyl)-1H-pyrazolo[4,3-b]pyridin-3-yl]phenoxy}-1H-benzimidazol-1-yl)propan-2-ol

https://huagongshe.com/reaction/573358

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantCesium carbonateHCID 10796—
Reactant3-bromo-1-isopropyl-1H-pyrazolo[4,3-b]pyridineHCID 66728077—
Reactant2-methyl-1-{2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-1H-benzimidazol-1-yl}propan-2-olHCID 86688996—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Product2-Methyl-1-(2-{4-[1-(1-methylethyl)-1H-pyrazolo[4,3-b]pyridin-3-yl]phenoxy}-1H-benzimidazol-1-yl)propan-2-olHCID 8668899568.5%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 2-methyl-1-{2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-1H-benzimidazol-1-yl}propan-2-ol (237 mg), 3-bromo-1-(1-methylethyl)-1H-pyrazolo[4,3-b]pyridine (139 mg), Cs2CO3 (378 mg), Pd(PPh3)4 (20.1 mg), DME (5 mL), and water (1 mL) was stirred at 140° C. for 30 min under microwave irradiation. The reaction mixture was poured into water and extracted with AcOEt. The extract was washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) and recrystallized from AcOEt/hexane to give the title compound (175 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-32b93cae20c6465aa94e4faa541847c7
Source noteuspto-grants-2015_05