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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623851Generated: November 3, 2026

Sodium Carbonate → HCID 69936703, compound

https://huagongshe.com/reaction/1623851

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 67108054HCID 67108054—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 69936703HCID 69936703—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a microwave vial was added 5-bromo-2-{[(2-cyanophenyl)methyl]oxy}-N-3-pyridinylbenzamide (may be prepared as described in example 23; 172 mg, 0.42 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (96 mg, 0.46 mmol), 1,2-dimethoxyethane (2 ml), 1M sodium carbonate (0.84 ml, 0.84 mmol) and tetrakis(triphenylphosphine)palladium(0) (29.2 mg, 0.025 mmol). The vial was sealed and heated to 120° C. for 1 hr under microwave conditions. The mixture was evaporated under reduced pressure. Water (5 ml) was added to the residue and the mixture was extracted with ethyl acetate (3×10 ml). The organics were combined, evaporated under reduced pressure and the residue was purified using MDAP to yield the title compound. 58 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-15e1a86c256746f19d8b854728fab05b
Source noteuspto-grants-2014_07