Benzene, 1-iodo-3-(trifluoromethyl)- → HCID 67047705, compound

HRID 606954

Reaction equation

HRID 606954 reaction equation
C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.I[C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=1.[CH:34]([C:36]1[CH:37]=[N:38][CH:39]=[C:40]([CH:43]=1)[C:41]#[N:42])=[CH2:35]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.[Cu]I>[F:31][C:30]([F:33])([F:32])[C:26]1[CH:25]=[C:24]([CH:35]=[CH:34][C:36]2[CH:37]=[N:38][CH:39]=[C:40]([CH:43]=2)[C:41]#[N:42])[CH:29]=[CH:28][CH:27]=1

Participants

6

Reactant 3

HCID 67868Benzene, 1-iodo-3-(trifluoromethyl)-HCID 80271Tri-o-tolylphosphineHCID 670475755-Vinylnicotinonitrile

Product 1

HCID 67047705HCID 67047705, compoundYield 54%

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 167845palladium(II) acetateCatalyst

Procedure

Prepare essentially as described in EXAMPLE 15 using palladium(II) acetate (0.002 g, 0.01 mmol), tri-o-tolylphosphine (0.06 g, 0.02 mmol), copper (I) iodide (0.001 g, 0.005 mmol), 1-iodo-3-trifluoromethylbenzene (0.140 mL, 1 mmol) and 5-vinylnicotinonitrile, (prepared essentially as described in PREPARATION 51), (0.195 g, 1.5 mmol) at 100° C. for 7 h to give the title compound (0.149 g, 54%).

Workup

  1. customPrepare essentially
  2. custom(prepared essentially
  3. customas described in PREPARATION 51), (0.195 g, 1.5 mmol) at 100° C. for 7 h

Sources & evidence

ORD record
ord-b109d0d948ce47a2937ff32374e05be7
Source dataset
uspto-grants-2011_03
Patent number
US07915424B2

Linked notes

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