تفاعل #7163

ord-b5a3ba4d153e4ab996f6b3ba98b5134c

معادلة التفاعل

C#Cc1cccc(NC(=O)Cc2ccc(O)c(OC)c2)c1
N-(3-ethynylphenyl)-4-hydroxy-3-methoxypheny-acetamide
FC(F)(F)c1ccccc1I
1-trifluoromethyl-2-iodobenzene
CCN(CC)CC
triethylamine
COc1cc(CC(=O)Nc2cccc(C#Cc3ccccc3C(F)(F)F)c2)ccc1O
desired compound
COc1cc(CC(=O)Nc2cccc(C#Cc3ccccc3C(F)(F)F)c2)ccc1O
4-hydroxy-3-methoxy-N-[3-[2-(2-trifluoromethylphenyl)-ethynyl]phenyl]phenylacetamide

المذيبات

ظروف التفاعل

درجة الحرارة
50°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةis heated
  2. 2
    أخرىThe solvent is evaporated under reduced pressure
  3. 3
    أخرىthe residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate)

الإجراء التجريبي

A mixture of N-(3-ethynylphenyl)-4-hydroxy-3-methoxypheny-acetamide (the compound of Example 19) (200 mg), 1-trifluoromethyl-2-iodobenzene (280 mg), copper (I) iodide (19 mg), bis(triphenylphosphine)palladium (II) dichloride (70 mg), triethylamine (1 g) and acetonitrile (3 ml) is heated with stirring at 50° C. under argon atmosphere for 18 hours. The solvent is evaporated under reduced pressure, and the residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give the desired compound (120 mg).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07084176B2uspto-grants-2006_08