2-Methoxyethylamine → [2-(4-Chloro-phenyl)-2H-indazol-3-yl]-(2-methoxy-ethyl)-amine

HRID 1690542Notes

Reaction equation

HRID 1690542 reaction equation
[CH2:1]([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)[CH2:2]CC.[CH3:31][O:32]CCN>CN1CCCC1=O>[Cl:30][C:27]1[CH:26]=[CH:25][C:24]([N:16]2[C:15]([NH:5][CH2:1][CH2:2][O:32][CH3:31])=[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 80182-MethoxyethylamineHCID 451106161-Butyl-1-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-urea

Product 1

HCID 66905366[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-(2-methoxy-ethyl)-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 2-methoxy-ethylamine ([109-85-3]) in N-methyl 2-pyrrolidone for 48 h at 175° C. in a sealed tube to give the title compound as yellow oil. MS: m/e=302.3 [M+H+].

Sources & evidence

ORD record
ord-d5cecf99f52541aea20e30bf29ad21ed
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

Loading…