3-Ethoxyaniline → HCID 66905404, compound

HRID 1690571

Reaction equation

HRID 1690571 reaction equation
Cl[C:2]1[N:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[N:4]=[C:5]2[C:10]=1[CH:9]=[C:8]([Cl:11])[CH:7]=[CH:6]2.ClC1N(C2C=CC(Cl)=CC=2)N=C2C=1C=CC=C2.[CH2:36]([O:38][C:39]1[CH:40]=[C:41]([NH2:45])[CH:42]=[CH:43][CH:44]=1)[CH3:37]>CN1CCCC1=O>[Cl:11][C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[C:2]([NH:45][C:41]3[CH:42]=[CH:43][CH:44]=[C:39]([O:38][CH2:36][CH3:37])[CH:40]=3)[N:3]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)[N:4]=2)[CH:9]=1

Participants

5

Reactant 3

HCID 121203-EthoxyanilineHCID 27769033-chloro-2-(4-chloro-phenyl)-2H-indazoleHCID 131436843,5-Dichloro-2-(4-chlorophenyl)-2H-indazole

Product 1

HCID 66905404HCID 66905404, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In analogy to the procedure described in example 4.1, a mixture of 3,5-dichloro-2-(4-chloro-phenyl)-2H-indazole and 3-chloro-2-(4-chloro-phenyl)-2H-indazole was reacted with 3-ethoxy-phenylamine ([621-33-0]) in N-methyl 2-pyrrolidone for 4 d at 175° C. in a sealed tube to give the title compound after purification by column chromatography (silica gel, iPrOAc/heptane) as yellow foam. MS: m/e=398.1 [M+H+].

Sources & evidence

ORD record
ord-a64b007b2b2c4ed0acaeb08f703d1a16
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Linked notes

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