Triethylamine → 1-(3-Chloro-phenyl)-1-[2-(3-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-3-cyclohexyl-urea

HRID 1690598Notes

Reaction equation

HRID 1690598 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:10]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=3)[N:11]=[C:12]3[C:17]=2[CH:16]=[C:15]([F:18])[C:14]([F:19])=[CH:13]3)[CH:5]=[CH:6][CH:7]=1.[CH:27]1([N:33]=[C:34]=[O:35])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1.CCN(CC)CC>ClCCCl>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]([C:9]2[N:10]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=3)[N:11]=[C:12]3[C:17]=2[CH:16]=[C:15]([F:18])[C:14]([F:19])=[CH:13]3)[C:34]([NH:33][CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)=[O:35])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 18502Cyclohexyl isocyanateHCID 66905241(3-Chloro-phenyl)-[2-(3-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-amine

Product 1

HCID 451116281-(3-Chloro-phenyl)-1-[2-(3-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-3-cyclohexyl-urea

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

In analogy to the procedure described in example 1.2, (3-chloro-phenyl)-[2-(3-chloro-phenyl)-5,6-difluoro-2H-indazol-3-yl]-amine was reacted with cyclohexylisocyanate ([3173-53-3]) in 1,2-dichloroethane in the presence of Et3N (3 eq.) for 3 d under reflux conditions to give the title compound as white solid. MS: m/e=515.4 [M+H+].

Sources & evidence

ORD record
ord-d54530f5f4c4466f9644e3af39e5d84f
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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