[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-(2-methoxy-ethyl)-amine → 3-Chloro-4-[3-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-(2-methoxy-ethyl)-ureido]-benzoic acid methyl ester

HRID 1690547Notes

Reaction equation

HRID 1690547 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]([NH:17][CH2:18][CH2:19][O:20][CH3:21])=[C:15]3[C:10]([CH:11]=[CH:12][CH:13]=[CH:14]3)=[N:9]2)=[CH:4][CH:3]=1.[CH3:22][O:23][C:24](=[O:35])[C:25]1[CH:30]=[CH:29][C:28]([N:31]=[C:32]=[O:33])=[C:27]([Cl:34])[CH:26]=1>C1(C)C=CC=CC=1>[CH3:22][O:23][C:24](=[O:35])[C:25]1[CH:30]=[CH:29][C:28]([NH:31][C:32]([N:17]([C:16]2[N:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[N:9]=[C:10]3[C:15]=2[CH:14]=[CH:13][CH:12]=[CH:11]3)[CH2:18][CH2:19][O:20][CH3:21])=[O:33])=[C:27]([Cl:34])[CH:26]=1

Participants

4

Reactant 2

HCID 66905366[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-(2-methoxy-ethyl)-amineHCID 866402623-Chloro-4-isocyanato-benzoic acid methyl ester

Product 1

HCID 669056003-Chloro-4-[3-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-(2-methoxy-ethyl)-ureido]-benzoic acid methyl ester

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In analogy to the procedure described in example 1.2, [2-(4-chloro-phenyl)-2H-indazol-3-yl]-(2-methoxy-ethyl)-amine (example 17.1) was reacted with 3-chloro-4-isocyanato-benzoic acid methyl ester (example 9.1) in toluene for 7 d under reflux conditions to give the title compound as yellow foam. MS: m/e=513.0 [M+H+].

Sources & evidence

ORD record
ord-68f7379df6ce4ba2a51de45f5f1f6d78
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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