2-(2,4-Dichloro-phenyl)-propionaldehyde → 2-(2,4-dichloro-phenyl)-1-[1-(4-methoxy-phenyl)-1H-indazol-5-yl]-propan-1-ol

HRID 333852Notes

Reaction equation

HRID 333852 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)[N:6]=[CH:5]2.[Cl:19][C:20]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:21]=1[CH:27]([CH3:30])[CH:28]=[O:29]>>[Cl:19][C:20]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:21]=1[CH:27]([CH3:30])[CH:28]([C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)[N:6]=[CH:5]2)[OH:29]

Participants

3

Reactant 2

HCID 205217282-(2,4-Dichloro-phenyl)-propionaldehydeHCID 574213515-Bromo-1-(4-methoxy-phenyl)-1H-indazole

Product 1

HCID 668133472-(2,4-dichloro-phenyl)-1-[1-(4-methoxy-phenyl)-1H-indazol-5-yl]-propan-1-ol

Procedure

In analogy to Example 186, 5-bromo-1-(4-methoxy-phenyl)-1H-indazole was reacted with 2-(2,4-dichloro-phenyl)-propionaldehyde to give 2-(2,4-dichloro-phenyl)-1-[1-(4-methoxy-phenyl)-1H-indazol-5-yl]-propan-1-ol which was oxidized to 2-(2,4-dichloro-phenyl)-1-[1-(4-methoxy-phenyl)-1H-indazol-5-yl]-propan-1-one and converted further to the title compound. Off-white foam. MS (m/e)=495.1 [M+H+].

Sources & evidence

ORD record
ord-cfa581e8231b40b183dab1cafc2f996f
Source dataset
uspto-grants-2014_11
Patent number
US08883786B2

Reaction notes

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