Toluene → HCID 67203225, compound

HRID 1433485Notes

Reaction equation

HRID 1433485 reaction equation
C1(C)C=CC=CC=1.[CH2:8]([O:15][C:16]1[CH:25]=[C:24]2[C:19]([C:20]([O:26][C:27]3[CH:32]=[CH:31][C:30]([NH2:33])=[C:29]([F:34])[CH:28]=3)=[CH:21][CH:22]=[N:23]2)=[CH:18][C:17]=1[C:35]#[N:36])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[F:37][C:38]1[CH:43]=[CH:42][C:41]([N:44]=[C:45]=[O:46])=[CH:40][CH:39]=1>C(#N)C>[CH2:8]([O:15][C:16]1[CH:25]=[C:24]2[C:19]([C:20]([O:26][C:27]3[CH:32]=[CH:31][C:30]([NH:33][C:45]([NH:44][C:41]4[CH:42]=[CH:43][C:38]([F:37])=[CH:39][CH:40]=4)=[O:46])=[C:29]([F:34])[CH:28]=3)=[CH:21][CH:22]=[N:23]2)=[CH:18][C:17]=1[C:35]#[N:36])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 709554-Fluorophenyl isocyanateHCID 22936431HCID 22936431, compound

Product 1

HCID 67203225HCID 67203225, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

After adding 210 mg of toluene and 20 ml of acetonitrile to 6.95 g of the 7-benzyloxy-6-cyano-4-(3-fluoro-4-aminophenoxy)quinoline obtained in Production Example 8, the mixture was heated to reflux. Next, 2.67 ml of 4-fluorophenyl isocyanate was added and the mixture was further heated to reflux for 1 hour. After cooling, the precipitated solid was filtered out and dried under reduced pressure to obtain 7.45 g of the title compound.

Workup

  1. customobtained in Production Example 8
  2. temperaturethe mixture was heated to reflux
  3. temperaturethe mixture was further heated
  4. temperatureto reflux for 1 hour
  5. temperatureAfter cooling
  6. filtrationthe precipitated solid was filtered out
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-ed67b53c7afa4c22bef37ea5ba6e614f
Source dataset
uspto-grants-2009_11
Patent number
US07612092B2

Reaction notes

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