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

HRID 1690525Notes

Reaction equation

HRID 1690525 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.[CH:31]1(N)[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>CN1CCCC1=O>[Cl:30][C:27]1[CH:26]=[CH:25][C:24]([N:16]2[C:15]([NH:5][CH:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)=[C:23]3[C:18]([CH:19]=[CH:20][CH:21]=[CH:22]3)=[N:17]2)=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 451106161-Butyl-1-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-urea

Product 1

HCID 66905444[2-(4-Chloro-phenyl)-2H-indazol-3-yl]cyclohexyl-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 cyclohexylamine ([108-91-8]) in N-methyl 2-pyrrolidone for 48 h at 175° C. in a sealed tube to give the title compound as brown oil. MS: m/e=327.3 [M+H+].

Sources & evidence

ORD record
ord-354194d9cab245b998995838c8d2e1e2
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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