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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623813Generated: October 29, 2026

Sodium Carbonate → HCID 69936922, compound

https://huagongshe.com/reaction/1623813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
ReactantDimethyl sulfoxide methanolHCID 22036561—
ReactantHCID 51357233HCID 51357233—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 69936922HCID 69936922—

Reaction Conditions

Temperature140 °C

Reaction Steps

1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (56.9 mg, 0.273 mmol), 1M Na2CO3 (0.52 ml, 0.52 mmol) and tetrakis(triphenylphosphine)palladium(0) (18 mg, 6 mol %) were added to a solution of 5-bromo-2-[(phenylmethyl)oxy]-N-4-pyridazinylbenzamide (may be prepared as described in Example 6; 100 mg, 0.26 mmol) in 1,2-dimethoxyethane (3 ml). The solution was heated at 140° C. in microwave for 35 minutes. The solvent was removed in vacuo to give a residue. Trituration with 1:1 dimethyl sulfoxide/methanol (0.6 ml) gave the product as a solid which was washed with methanol (2 ml) and ethyl acetate (5 ml) to yield the title compound as a grey solid. 45 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-e607b5a75db649e78556cff39a15b212
Source noteuspto-grants-2014_07