Pyridine → HCID 21063017, compound

HRID 1242887Notes

Reaction equation

HRID 1242887 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[N:5]1[CH:10]=CC=C[CH:6]=1.CN([C:14]1[CH:19]=[C:18]([C:20]([N:22](C)[C:23]2[CH:32]=[C:31]3[C:26]([CH2:27][CH2:28][CH2:29][NH:30]3)=[CH:25][CH:24]=2)=[O:21])[CH:17]=[CH:16][C:15]=1[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)C.[C:40](=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C>[C:1]([N:30]1[C:31]2[C:26](=[CH:25][CH:24]=[C:23]([NH:22][C:20]([C:18]3[CH:17]=[CH:16][C:15]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)=[CH:14][CH:19]=3)=[O:21])[CH:32]=2)[CH2:27][CH:28]([CH2:6][N:5]([CH3:10])[CH3:40])[CH2:29]1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 11430Potassium CarbonateHCID 131725974HCID 131725974, compound

Product 1

HCID 21063017HCID 21063017, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Acetyl chloride(0.02 ml) was added to pyridine solution (1 ml) of N-[3-[(N,N-dimethylamino)methyl[-1,2,3,4-tetrahydro-7-quinolinyl]-4-biphenylylcarboxamide (80 mg) under ice-cooling, which was stirred for 15 minutes, and then stirred at room temperature for 15 minutes. 10% aqueous potassium carbonate solution was added to the reaction mixture, and extraction was conducted using ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride solution, dried, and then concentrated. The residue was recrystallized using THF-IPE to give the titled compound (64 mg).

Workup

  1. temperaturecooling
  2. stirringstirred at room temperature for 15 minutes
  3. washThe organic layer was washed with water and saturated aqueous sodium chloride solution
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was recrystallized

Sources & evidence

ORD record
ord-5f4fa80186ce45349f658a3e22b0fbdf
Source dataset
uspto-grants-2006_10
Patent number
US07115750B1

Reaction notes

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