1,10-Phenanthroline → HCID 16756855, compound

HRID 505599Notes

Reaction equation

HRID 505599 reaction equation
[NH2:1][C:2]1[C:9](I)=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1.[C:15]([O-])([O-])=[O:16].[Cs+].[Cs+].N1C2C(=CC=C3C=2N=CC=C3)C=CC=1>CO.[Cu]I>[NH2:1][C:2]1[C:9]([O:16][CH3:15])=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1

Participants

6

Reactant 3

HCID 13181,10-PhenanthrolineHCID 10796Cesium carbonateHCID 250673774-Amino-5-iodo-2-(trifluoromethyl)benzonitrile

Product 1

HCID 16756855HCID 16756855, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 887MethanolSolvent

Procedure

4-Amino-5-iodo-2-trifluoromethyl-benzonitrile (312 mg, 1.0 mmol), CuI (I) (20 mg, 0.1 mmol), Cs2CO3 (652 mg, 2.0 mmol) and 1,10-phenanthroline (36 mg, 0.2 mmol) were mixed in methanol (20 ml). The reaction mixture was refluxed overnight and then the solvent was removed under vacuum. Upon separation on silica gel (100% CH2Cl2), the tile compound was obtained as a colorless liquid.

Workup

  1. temperatureThe reaction mixture was refluxed overnight
  2. customthe solvent was removed under vacuum
  3. customUpon separation on silica gel (100% CH2Cl2)
  4. customthe tile compound was obtained as a colorless liquid

Sources & evidence

ORD record
ord-4fe1096947144ae3b797044c5182026a
Source dataset
uspto-grants-2010_08
Patent number
US07781473B2

Reaction notes

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