Potassium Carbonate → HCID 67774932, compound

HRID 920283Notes

Reaction equation

HRID 920283 reaction equation
C([O-])([O-])=O.[K+].[K+].[OH:7][C:8]1[CH:15]=[CH:14][C:13]([I:16])=[CH:12][C:9]=1[C:10]#[N:11].Cl[C:18]1[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][N:19]=1>CN(C=O)C>[I:16][C:13]1[CH:14]=[CH:15][C:8]([O:7][C:18]2[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][N:19]=2)=[C:9]([CH:12]=1)[C:10]#[N:11]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 923422-Chloro-5-(trifluoromethyl)pyridineHCID 70230402-Hydroxy-5-iodo-benzonitrile

Product 1

HCID 67774932HCID 67774932, compoundYield 93.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

K2CO3 (91.0 g, 0.656 mol) was added to a solution of 2-hydroxy-5-iodo-benzonitrile (80.0 g, 0.328 mol) and 2-chloro-5-tri-fluoromethyl-pyridine (60.0 g, 0.328 mol) in DMF (500 ml) was added. The reaction mixture was refluxed overnight, filtered and concentrated. Purification via FC (PE/EtOAc=10/1) afforded the title product as a white solid (120 g).

Workup

  1. additionwas added
  2. temperatureThe reaction mixture was refluxed overnight
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customPurification via FC (PE/EtOAc=10/1)

Sources & evidence

ORD record
ord-475a2d20b7844dfeafe0985faedc1380
Source dataset
uspto-grants-2016_03
Patent number
US09273054B2

Reaction notes

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