Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693098Generated: November 3, 2026

2,6-Difluoropyridine-4-boronic acid → 5-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid[4-(2,6-difluoro-pyridin-4-yl)-2-trifluoromethyl-phenyl]-amide

https://huagongshe.com/reaction/1693098

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Difluoropyridine-4-boronic acidHCID 2762747—
Reactant5-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid(4-bromo-2-trifluoromethyl-phenyl)-amideHCID 24965274—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventSodium CarbonateHCID 10340—
Product5-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid[4-(2,6-difluoro-pyridin-4-yl)-2-trifluoromethyl-phenyl]-amideHCID 2496562442.7%

Reaction Steps

This compound was prepared in analogy to Example 2 starting from 5-fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid(4-bromo-2-trifluoromethyl-phenyl)-amide (0.12 g) and 2,6-difluoropyridine-4-boronic acid (0.063 g) in 1,2-dimethoxyethane (1.5 ml), ethanol (0.32 ml) and 2 M aqueous sodium carbonate solution (1.0 ml) with tetrakis(triphenylphosphine)palladium (0.055 g) to obtain the title compound (0.055 g) as a brownish solid. MS (ISP): 520.2 (M+NH4)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158655B2
Source datasetuspto-grants-2012_04
ORD IDord-cfc11879899041d19fa0839a35814795
Source noteuspto-grants-2012_04