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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428120Generated: November 3, 2026

Water → N-[4-(6-Amino-2'-methyl-3,4'-bipyridin-5-yl)phenyl]-1-(2-fluoroethyl)-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamide

https://huagongshe.com/reaction/1428120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Methylpyridine-4-boronic acid pinacol esterHCID 16414274—
ReactantN-[4-(2-Amino-5-bromopyridin-3-yl)phenyl]-1-(2-fluoroethyl)-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamideHCID 86700059—
CatalystHCID 178418397HCID 178418397—
SolventChloroformHCID 6212—
Solvent1,4-DioxaneHCID 31275—
ProductN-[4-(6-Amino-2'-methyl-3,4'-bipyridin-5-yl)phenyl]-1-(2-fluoroethyl)-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamideHCID 8670007438.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

Water (0.1 ml), potassium carbonate (48 mg) and tetrakis(triphenylphosphine)palladium (13 mg) were added to a solution of the compound obtained in Step 1 of Example 43 (61 mg) and 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (28 mg) in 1,4-dioxane (1.2 ml), and the mixture was stirred at 100° C. for six hours. After leaving to cool, the reaction solution was diluted with chloroform. The organic layer was washed with water and then dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [chloroform:methanol=300:1->10:1 (v/v)] to give 24 mg of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933103B2
Source datasetuspto-grants-2015_01
ORD IDord-14b6dafa556c4761aa966e9ca47ef508
Source noteuspto-grants-2015_01