3-Chloroaniline → HCID 178515990, compound

HRID 1602282Notes

Reaction equation

HRID 1602282 reaction equation
C([N:8]1[C:12]2=[N:13][CH:14]=[N:15][C:16](Cl)=[C:11]2[C:10]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([O:24]C)[CH:19]=2)=[N:9]1)C1C=CC=CC=1.[Cl:26][C:27]1[CH:28]=[C:29]([CH:31]=[CH:32][CH:33]=1)[NH2:30]>C(O)CCC>[OH:24][C:20]1[CH:19]=[C:18]([C:10]2[C:11]3[C:12](=[N:13][CH:14]=[N:15][C:16]=3[NH:30][C:29]3[CH:31]=[CH:32][CH:33]=[C:27]([Cl:26])[CH:28]=3)[NH:8][N:9]=2)[CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 79323-ChloroanilineHCID 10545846HCID 10545846, compound

Product 1

HCID 178515990HCID 178515990, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 70 mg (0.2 mmol) of 1-benzyl-4-chloro-3-(3-methoxy-phenyl)-pyrazolo[3,4-d]-pyrimidine, 115.6 μl (1.1 mmol) of 3-chloro-aniline and 7 ml of 1-butanol is heated under reflux for 20 hours and then concentrated by evaporation in vacuo. The residue is digested in hexane and filtered. Repeated digestion of the filter residue in diisopropyl ether and in ethanol yields the title compound; m.p. 118-119° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 20 hours
  3. concentrationconcentrated by evaporation in vacuo
  4. filtrationfiltered

Sources & evidence

ORD record
ord-032a141be4ff4bab858cb2267aec4535
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Reaction notes

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