1-Acetylpiperazine → HCID 46926731, compound

HRID 592173Notes

Reaction equation

HRID 592173 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=3)=[CH:14][N:13]=2)=[O:10])=[CH:4][CH:3]=1.[N:25]1([C:31](=[O:33])[CH3:32])[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1>CCOC(C)=O>[C:31]([N:25]1[CH2:30][CH2:29][N:28]([C:2]2[N:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=4)=[CH:14][N:13]=3)=[O:10])=[CH:4][CH:3]=2)[CH2:27][CH2:26]1)(=[O:33])[CH3:32]

Participants

4

Reactant 2

HCID 837951-AcetylpiperazineHCID 58447813HCID 58447813, compound

Product 1

HCID 46926731HCID 46926731, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-(6-Chloropyridin-3-yl)-N-(5-(3-fluorophenyl)pyridin-2-yl)acetamide 140-1 (100 mg, 0.29 mmol) was heated with 1-(piperazin-1-yl)ethanone (0.8 ml) at 108° C. for 4 hours. The mixture was dissolved in EtOAc (30 ml), washed with water (40 mL), and dried over Na2SO4. After concentration by evaporation, the residue was subjected to reverse phase HPLC to afford 2-(6-(4-acetylpiperazin-1-yl)pyridin-3-yl)-N-(5-(3-fluorophenyl)pyridin-2-yl)acetamide 140 as solid.

Workup

  1. washwashed with water (40 mL)
  2. dry with materialdried over Na2SO4
  3. concentrationAfter concentration
  4. customby evaporation

Sources & evidence

ORD record
ord-28dc4b63367842a4b13493ff0177a6d2
Source dataset
uspto-grants-2016_01
Patent number
US09238646B2

Reaction notes

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