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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623835Generated: November 1, 2026

Sodium Carbonate → 1-Methyl-1H-pyrazol-4-yl-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

https://huagongshe.com/reaction/1623835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
Reactant2-(benzyloxy)-5-bromo-N-(pyridin-3-yl)benzamideHCID 36982503—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product1-Methyl-1H-pyrazol-4-yl-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamideHCID 86668216—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a microwave vial was added 5-bromo-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide (may be prepared as described in example 2; 100 mg, 0.26 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (59.7 mg, 0.29 mmol), 1,2-dimethoxyethane (2 ml), 1M sodium carbonate (0.52 ml, 0.52 mmol) and tetrakis(triphenylphosphine)palladium(0) (18.09 mg, 0.02 mmol). The vial was sealed and heated to 120° C. for 25 min 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 and evaporated and the residue was purified using MDAP to yield the title compound. 31 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-2d2f5d0105db475194c5397eb574d580
Source noteuspto-grants-2014_07