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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623833Generated: November 1, 2026

Sodium Carbonate → 2-{[(4-Fluorophenyl)methyl]oxy}-5-(1-methyl-1H-pyrazol-5-yl)-N-3-pyridinylbenzamide

https://huagongshe.com/reaction/1623833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(1-methyl-1H-pyrazol-5-yl)boronic acidHCID 11182610—
Reactant5-Bromo-2-{[(4-fluorophenyl)methyl]oxy}-N-3-pyridinylbenzamideHCID 67107237—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-{[(4-Fluorophenyl)methyl]oxy}-5-(1-methyl-1H-pyrazol-5-yl)-N-3-pyridinylbenzamideHCID 67108075—

Reaction Conditions

Temperature120 °C

Reaction Steps

(1-Methyl-1H-pyrazol-5-yl)boronic acid (30.1 mg, 0.24 mmol), sodium carbonate (0.40 ml, 0.40 mmol) and tetrakis(triphenylphosphine)palladium(0) (13.82 mg, 0.01 mmol) were added to a solution of 5-bromo-2-{[(4-fluorophenyl)methyl]oxy}-N-3-pyridinylbenzamide (may be prepared as described in Example 59; 80 mg, 0.20 mmol) in 1,2-dimethoxyethane (3 ml). The mixture was heated at 120° C. for 1 hour. The solvent was removed in vacuo and purified by MDAP to yield the title compound as a brown gum. 13 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-aee760c86dfc45f89737e7d93b537733
Source noteuspto-grants-2014_07