Pyridine → 2-Acetylamino-4-(3-trifluoromethyl-pyridin-2-yl)-benzamide

HRID 968580Notes

Reaction equation

HRID 968580 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([C:11]2[C:16]([C:17]([F:20])([F:19])[F:18])=[CH:15][CH:14]=[CH:13][N:12]=2)[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].N1C=CC=CC=1.[C:27](Cl)(=[O:29])[CH3:28]>C1COCC1>[C:27]([NH:1][C:2]1[CH:10]=[C:9]([C:11]2[C:16]([C:17]([F:20])([F:18])[F:19])=[CH:15][CH:14]=[CH:13][N:12]=2)[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5])(=[O:29])[CH3:28]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 220300742-Amino4-(3-trifluoromethyl-pyridin-2-yl)-benzamide

Product 1

HCID 220304712-Acetylamino-4-(3-trifluoromethyl-pyridin-2-yl)-benzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-amino-4-(3-trifluoromethyl-pyridin-2-yl)-benzamide (0.5 mmol) and pyridine (0.55 mmol) in THF (5 ml) add acetyl chloride (0.55 mmol). Stir the mixture 10 minutes at room temperature. Concentrate under vacuum, extract with EtOAc, wash with brine, dry over Na2SO4, and concentrate under vacuum. Triturate with ether to give 2-acetylamino-4-(3-trifluoromethyl-pyridin-2-yl)-benzamide.

Workup

  1. concentrationConcentrate under vacuum
  2. extractionextract with EtOAc
  3. washwash with brine
  4. dry with materialdry over Na2SO4
  5. concentrationconcentrate under vacuum
  6. customTriturate with ether

Sources & evidence

ORD record
ord-d0cf7ec725ee4910a3ec55156def5757
Source dataset
uspto-grants-2007_12
Patent number
US07304059B2

Reaction notes

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