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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732438Generated: November 1, 2026

Potassium Carbonate → (S)-2-sec-Butylamino-6-(2-fluorophenyl)-isonicotinic acid methyl ester

https://huagongshe.com/reaction/732438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluorophenylboronic acidHCID 2734354—
ReactantHCID 86614996HCID 86614996—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product(S)-2-sec-Butylamino-6-(2-fluorophenyl)-isonicotinic acid methyl esterHCID 6881547375.4%

Reaction Steps

Add (S)-2-sec-butylamino-6-chloroisonicotinic acid methyl ester (1.40 g, 5.75 mmol), 2-fluorophenylboronic acid (1.0 g, 7.15 mmol), tetrakis(triphenylphosphine)palladium (0) (0.664 g, 0.575 mmol), potassium carbonate (2.38 g, 17.3 mmol) and 1,4-dioxane (25 mL) to a sealed flask flushed with nitrogen. Heat and stir the mixture overnight and cool to room temperature. Filter the mixture through a filtering agent, concentrate and purify (silica gel chromatography, eluting with 4:96 ethyl acetate:hexanes) to give the title compound (1.31 g, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-61167592ce754676a9278fb76d82d4ee
Source noteuspto-grants-2009_09