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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693231Generated: October 30, 2026

Potassium Phosphate, Tribasic → tert-butyl 5-(1-methyl-1H-pyrazol-4-yl)-pyridine-2-carboxylate

https://huagongshe.com/reaction/1693231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
Reactanttert-Butyl 5-bromopyridine-2-carboxylateHCID 24997839—
CatalystHCID 178418851HCID 178418851—
Solvent1,4-DioxaneHCID 31275—
Producttert-butyl 5-(1-methyl-1H-pyrazol-4-yl)-pyridine-2-carboxylateHCID 57827379—

Reaction Conditions

Temperature100 °C

Reaction Steps

1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (80.7 mg), bis(tri-tert-butylphosphine)palladium (0) (9.91 mg) and a 1 N potassium phosphate solution (388 μL) were added to a solution of tert-butyl 5-bromopyridine-2-carboxylate (50 mg) in 1,4-dioxane (2 mL). After replacement with nitrogen, the mixture was heated to 100° C. and stirred for eight hours. The reaction solution was cooled to room temperature, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound as a mixture (81 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158620B2
Source datasetuspto-grants-2012_04
ORD IDord-94d51eab42eb425788e06f5043070a65
Source noteuspto-grants-2012_04