(2-Methoxyphenyl)hydrazine monohydrochloride → 5-Bromo-1-(2-methoxy-phenyl)-1H-indazole

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][NH2:10].Br[C:12]1[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][C:13]=1[CH:14]=O>>[Br:20][C:17]1[CH:16]=[C:13]2[C:12](=[CH:19][CH:18]=1)[N:9]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1])[N:10]=[CH:14]2

Participants

Reactant 2

HCID 415063(2-Methoxyphenyl)hydrazine monohydrochloride

HCID 135400692,5-Dibromobenzaldehyde

Product 1

HCID 574213505-Bromo-1-(2-methoxy-phenyl)-1H-indazole

Procedure

In analogy to Example 187, step 1, 2-methoxyphenylhydrazine was reacted with 2,5-dibromobenzaldehyde to give the title compound as a brown oil. MS (m/e)=303.2 [M+H+].

Sources & evidence

ORD record: ord-cf8d00d38e594e1fadfb4e0bd497964f
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08143280B2

Reaction notes

Loading…