Piperazin-1-ylpropanol → [5-(3-Benzofuran-2-yl-phenyl)-1,4-dimethyl-1H-pyrazol-3-yl]-[4-(3-hydroxy-propyl)-piperazin-1-yl]-methanone

HRID 1011905Notes

Reaction equation

HRID 1011905 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[N:20]([CH3:21])[N:19]=[C:18]([C:22](O)=[O:23])[C:17]=1[CH3:25].[N:26]1([CH2:32][CH2:33][CH2:34][OH:35])[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1>>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[N:20]([CH3:21])[N:19]=[C:18]([C:22]([N:29]2[CH2:30][CH2:31][N:26]([CH2:32][CH2:33][CH2:34][OH:35])[CH2:27][CH2:28]2)=[O:23])[C:17]=1[CH3:25]

Participants

3

Reactant 2

HCID 79207Piperazin-1-ylpropanolHCID 673142975-(3-benzofuran-2-yl-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid

Product 1

HCID 67315197[5-(3-Benzofuran-2-yl-phenyl)-1,4-dimethyl-1H-pyrazol-3-yl]-[4-(3-hydroxy-propyl)-piperazin-1-yl]-methanoneYield 59%

Procedure

In analogy to the procedure described in Example 181, 5-(3-benzofuran-2-yl-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid (Example 16C]) and 1-piperazinepropanol gave after suspending in a small amount of EtOAc and filtration the title compound in 59% yield as light yellow powder. MS: 459.3 (MH+).

Workup

  1. customgave
  2. filtrationafter suspending in a small amount of EtOAc and filtration the title compound in 59% yield as light yellow powder

Sources & evidence

ORD record
ord-787797552178451aa35da3cfea634f95
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Reaction notes

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