N-Cyclohexyl-2-phenyl-2H-indazol-3-amine → 3-Chloro-4-[3-cyclohexyl-3-(2-phenyl-2H-indazol-3-yl)-ureido]-benzoic acid methyl ester

HRID 1690532Notes

Reaction equation

HRID 1690532 reaction equation
[CH:1]1([NH:7][C:8]2[N:9]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:10]=[C:11]3[C:16]=2[CH:15]=[CH:14][CH:13]=[CH:12]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:23][O:24][C:25](=[O:36])[C:26]1[CH:31]=[CH:30][C:29]([N:32]=[C:33]=[O:34])=[C:28]([Cl:35])[CH:27]=1>C1(C)C=CC=CC=1>[CH3:23][O:24][C:25](=[O:36])[C:26]1[CH:31]=[CH:30][C:29]([NH:32][C:33]([N:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[C:8]2[N:9]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:10]=[C:11]3[C:16]=2[CH:15]=[CH:14][CH:13]=[CH:12]3)=[O:34])=[C:28]([Cl:35])[CH:27]=1

Participants

4

Reactant 2

HCID 12318206N-Cyclohexyl-2-phenyl-2H-indazol-3-amineHCID 866402623-Chloro-4-isocyanato-benzoic acid methyl ester

Product 1

HCID 669057223-Chloro-4-[3-cyclohexyl-3-(2-phenyl-2H-indazol-3-yl)-ureido]-benzoic acid methyl ester

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In analogy to the procedure described in example 1.2, cyclohexyl-(2-phenyl-2H-indazol-3-yl)-amine (example 1.1) was reacted with 3-chloro-4-isocyanato-benzoic acid methyl ester (example 9.1) in toluene for 4 days under reflux conditions to give the title compound as white solid. MS: m/e=503.0 [M+H+].

Sources & evidence

ORD record
ord-f99e3eea58504a84a2ebe5e78f00af73
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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