تفاعل #2056622
ord-e8919e8c40564f5da343dc0d11f4a161
معادلة التفاعل
ethyl 5-fluoro-1-[4-(4-iodo-1H-pyrazol-1-yl)benzyl]-4-oxo-1,4-dihydroquinoline-3-carboxylate
potassium cyanide
tributyltin chloride
→
title compound
Ethyl 1-[4-(4-cyano-1H-pyrazol-1-yl)benzyl]-5-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate
المتفاعلات
المذيبات
ظروف التفاعل
درجة الحرارة
120°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1درجة الحرارةcooled to room temperature
- 2أخرىpurified via reverse phase HPLC
الإجراء التجريبي
To a solution of ethyl 5-fluoro-1-[4-(4-iodo-1H-pyrazol-1-yl)benzyl]-4-oxo-1,4-dihydroquinoline-3-carboxylate (0.100 g, 0.193 mmol), potassium cyanide (0.038 g, 0.52 mmol), and tributyltin chloride (0.68 mg, 1.9 μmol) in 2 mL of acetonitrile under nitrogen was added bis(tri-tert-butylphosphoranyl)palladium (10 mol %). The reaction mixture was stirred at 120° C. for 48 hours, cooled to room temperature, and purified via reverse phase HPLC to provide the title compound which gave a proton NMR spectrum consistent with theory. This compound could be further hydrolyzed to the corresponding carboxylic acid, as described in Example 1.