p-Anisoyl chloride → HCID 66850723, compound

HRID 1985673Notes

Reaction equation

HRID 1985673 reaction equation
[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N:22]3[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]3)[CH:8]=2)[N:3]=1.[CH3:29][O:30][C:31]1[CH:39]=[CH:38][C:34]([C:35](Cl)=[O:36])=[CH:33][CH:32]=1>N1C=CC=CC=1>[CH3:29][O:30][C:31]1[CH:39]=[CH:38][C:34]([C:35]([N:1]([C:35](=[O:36])[C:34]2[CH:38]=[CH:39][C:31]([O:30][CH3:29])=[CH:32][CH:33]=2)[C:2]2[C:11]([C:12]#[N:13])=[C:10]([NH:14][CH2:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([N:22]4[CH2:23][CH2:24][N:25]([CH3:28])[CH2:26][CH2:27]4)[CH:8]=3)[N:3]=2)=[O:36])=[CH:33][CH:32]=1

Participants

4

Reactant 2

HCID 7477p-Anisoyl chlorideHCID 66850578HCID 66850578, compound

Product 1

HCID 66850723HCID 66850723, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To the solution of 0.6 g of 2-amino-3-cyano-4-benzylamino-6-(4-methylpiperazino)quinoline in 2 mL of pyridine, 0.6 mL of 4-methoxybenzoyl chloride is added under stirring and cooling. The reaction mixture is stirred at 80° C. for 8 hours, and then poured onto 5 mL of ice-water. The precipitated material is filtered off, washed twice with 3 mL of water. After drying 0.63 g of the title compound is obtained, m.p.: 176° C.

Workup

  1. temperaturecooling
  2. stirringThe reaction mixture is stirred at 80° C. for 8 hours
  3. filtrationThe precipitated material is filtered off
  4. washwashed twice with 3 mL of water
  5. dry with materialAfter drying 0.63 g of the title compound
  6. customis obtained

Sources & evidence

ORD record
ord-4d3caf89e4d44ad6b59c54a9fcd283d3
Source dataset
uspto-grants-2009_06
Patent number
US07547696B2

Reaction notes

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