3-Chloro-4-fluoroaniline → HCID 66905355, compound

HRID 1690569Notes

Reaction equation

HRID 1690569 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]([NH2:39])[CH:35]=[CH:36][C:37]=1[F:38]>CN1CCCC1=O>[Cl:31][C:32]1[CH:33]=[C:34]([NH:39][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][C:37]=1[F:38]

Participants

4

Reactant 2

HCID 97083-Chloro-4-fluoroanilineHCID 451106161-Butyl-1-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-urea

Product 1

HCID 66905355HCID 66905355, compound

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-4-fluoro-phenylamine ([857091-30-6]) in N-methyl 2-pyrrolidone for 3 d at 175° C. in a sealed tube to give the title compound as grey crystals. MS: m/e=372.1 [M+H+].

Sources & evidence

ORD record
ord-f07a8a4f186542d9916dc82b6d5e839f
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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