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

HRID 1690545Notes

Reaction equation

HRID 1690545 reaction equation
C(N([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.[Cl:31][C:32]1[CH:33]=[C:34]([NH2:38])[CH:35]=[CH:36][CH:37]=1>CN1CCCC1=O>[Cl:31][C:32]1[CH:33]=[C:34]([NH:38][C:15]2[N:16]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)[N:17]=[C:18]3[C:23]=2[CH:22]=[CH:21][CH:20]=[CH:19]3)[CH:35]=[CH:36][CH:37]=1

Participants

4

Reactant 2

HCID 79323-ChloroanilineHCID 451106161-Butyl-1-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-urea

Product 1

HCID 66905411(3-Chloro-phenyl)-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-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 3-chloro-phenylamine ([108-42-9]) in N-methyl 2-pyrrolidone for 48 h at 175° C. in a sealed tube to give the title compound as off-white crystals. MS: m/e=354.2 [M+H+].

Sources & evidence

ORD record
ord-51b4605dfb044f3683061862164b0f77
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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