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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69148Generated: October 29, 2026

1,2-Dimethoxyethane → HCID 57917318, compound

https://huagongshe.com/reaction/69148

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
Reactant(6-Chloroimidazo[1,2-b]pyridazin-3-yl)(quinolin-6-yl)methanolHCID 87524298—
SolventEthyl AcetateHCID 8857—
ProductHCID 57917318HCID 57917318—

Reaction Conditions

Temperature150 °C

Reaction Steps

A microwave tube was charged with rac-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-quinolin-6-ylmethanol (Stage 1.1, 1.12 g, 3.60 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (789 mg, 3.60 mmol), tetrakis-(triphenylphosphine)palladium (210 mg), 2M Na2CO3 (6.5 mL) and DME (11 mL). It was heated at 150° C. under microwave irradiation for 10 min. The RM was taken up with EtOAc and washed with 10% Na2CO3 and brine. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The reside was purified by MPLC eluting with a DCM/MeOH gradient to afford the title compound as a brown solid (tR 1.0 min(conditions 1), MH+=357).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822468B2
Source datasetuspto-grants-2014_09
ORD IDord-1d4d9308eb424a1d8e118493068ada16
Source noteuspto-grants-2014_09