Acetic Anhydride → HCID 53956223, compound

HRID 1267136Notes

Reaction equation

HRID 1267136 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]3[C:17]([C:22]4[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=4)=[CH:18][CH:19]=[CH:20][CH:21]=3)=[O:15])=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:32](OC(=O)C)(=[O:34])[CH3:33]>>[C:32]([N:4]1[CH2:5][CH2:6][N:1]([C:7]2[CH:8]=[CH:9][C:10]([NH:13][C:14]([C:16]3[C:17]([C:22]4[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:31])[F:30])=[CH:24][CH:23]=4)=[CH:18][CH:19]=[CH:20][CH:21]=3)=[O:15])=[CH:11][CH:12]=2)[CH2:2][CH2:3]1)(=[O:34])[CH3:33]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 112010994'-Trifluoromethyl-biphenyl-2-carboxylic acid [4-(piperazinyl)-phenyl]-amide

Product 1

HCID 53956223HCID 53956223, compound

Procedure

A solution of 4′-trifluoromethyl-biphenyl-2-carboxylic acid (4-piperazin-1-yl-phenyl)-amide (212 mg) in acetic anhydride (10 mL) was stirred at room temperature for 16 hours. The solution was evaporated under reduced pressure, and the residue was dissolved in CH2Cl2 and washed with a saturated solution of NaHCO3, with brine, dried over Na2SO4, filtered and evaporated. The oily residue was crystallized from AcOEt to give the title compound (130 mg) as white crystals.

Workup

  1. customThe solution was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in CH2Cl2
  3. washwashed with a saturated solution of NaHCO3, with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customevaporated
  7. customThe oily residue was crystallized from AcOEt

Sources & evidence

ORD record
ord-4297055f5ef944369a4d9b0773c1fbb3
Source dataset
uspto-grants-2003_04
Patent number
US06552022B1

Reaction notes

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