Reaktion #1115196

Reaktionsgleichung

3-cyano-1-cyclopentyl-5-fluoro-6-methyl-1H-indol-2-ylboronic acid

3-cyano-1-cyclobutyl-6-cyclopropyl-1H-indol-2-ylboronic acid

N-tert-butyl-6-chloropyridine-3-sulfonamide

tri-tert-butylphosphonium tetrafluoroborate

potassium fluoride

→

N-tert-butyl-6-(3-cyano-1-cyclopentyl-5-fluoro-6-methyl-1H-indol-2-yl)pyridine-3-sulfonamide

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was then evaporated
2. 2
   Sonstigethe residue purified on silica gel eluting with 0 to 10% ethyl acetate in CH2Cl2

Vorschrift

A mixture of 3-cyano-1-cyclopentyl-5-fluoro-6-methyl-1H-indol-2-ylboronic acid (125 mg, 0.42 mmol, 90%)[prepared as in Example 6, Step E], N-tert-butyl-6-chloropyridine-3-sulfonamide (69 mg, 0.28 mmol), tri-tert-butylphosphonium tetrafluoroborate (10 mg, 0.034 mmol), Pd2(dba)3 (16 mg, 0.017 mmol) and potassium fluoride (150 mg, 2.58 mmol) in THF (2.0 mL) was stirred at 40° C. overnight. The solvent was then evaporated and the residue purified on silica gel eluting with 0 to 10% ethyl acetate in CH2Cl2 to provide N-tert-butyl-6-(3-cyano-1-cyclopentyl-5-fluoro-6-methyl-1H-indol-2-yl)pyridine-3-sulfonamide (99 mg, 78%).

Quelle