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

HRID 1791225Notes

Reaction equation

HRID 1791225 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-dad51120f4da48c1b3c59053ef01c1a9
Source dataset
uspto-grants-2006_07
Patent number
US07074799B2

Reaction notes

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