Aniline → [2-(4-Chloro-phenyl)-2H-indazol-3-yl]-phenyl-amine

HRID 1690534Notes

Reaction equation

HRID 1690534 reaction equation
C([N:5]([C:15]1[N:16]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)[N:17]=[C:18]2[C:23]=1[CH:22]=[CH:21][CH:20]=[CH:19]2)C(NC1CCCCC1)=O)CCC.[C:31]1(N)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>CN1CCCC1=O>[Cl:30][C:27]1[CH:28]=[CH:29][C:24]([N:16]2[C:15]([NH:5][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[C:23]3[C:18]([CH:19]=[CH:20][CH:21]=[CH:22]3)=[N:17]2)=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 451106161-Butyl-1-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-urea

Product 1

HCID 66905358[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-phenyl-amine

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In analogy to the procedure described in example 4.1, 3-chloro-2-(4-chloro-phenyl)-2H-indazole (Ardakani, Manouchehr; Smalley, Robert K.; Smith, Richard H., Synthesis (1979), (4), 308-9) was reacted with phenylamine ([62-53-3]) in N-methyl 2-pyrrolidone for 48 h at 175° C. in a sealed tube to give the title compound as brown solid. MS: m/e=320.1 [M+H+].

Sources & evidence

ORD record
ord-4ee35707136645d291571f75fcd3150d
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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