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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623843Generated: November 2, 2026

Sodium Carbonate → HCID 69936533, compound

https://huagongshe.com/reaction/1623843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
ReactantHCID 67107764HCID 67107764—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 69936533HCID 69936533—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a microwave vial was added 5-bromo-2-{[(3,4-difluorophenyl)methyl]oxy}-N-4-pyridazinylbenzamide (may be prepared by Example 78; 150 mg, 0.36 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (75 mg, 0.36 mmol), 1,2-dimethoxyethane (2 nil), 1M sodium carbonate (0.71 ml, 0.71 mmol), and tetrakis(triphenylphosphine)palladium(0) (24.75 mg, 0.02 mmol). The vial was sealed and heated to 120° C. for 1 hour under microwave conditions. The mixture was evaporated under reduced pressure and water (5 ml) was added to the residue. The mixture was extracted with ethyl acetate (3×10 ml). The organics were combined and evaporated and the residue was purified using the MDAP to yield the title compound. 80 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-922fddca537e42458041b49b06e4610c
Source noteuspto-grants-2014_07