4-(Hydroxyimino)-4-phenylbutanoic acid → 1-(4-Isopropylpiperazin-1-yl)-4-phenylbutane-1,4-dione 4-oxime

HRID 32459Notes

Reaction equation

HRID 32459 reaction equation
[N:1](=[C:3]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:4][CH2:5][C:6]([OH:8])=O)[OH:2].Cl.Cl.[CH:17]([N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)([CH3:19])[CH3:18]>>[CH:17]([N:20]1[CH2:25][CH2:24][N:23]([C:6](=[O:8])[CH2:5][CH2:4][C:3]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:1][OH:2])[CH2:22][CH2:21]1)([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 2319364-(Hydroxyimino)-4-phenylbutanoic acidHCID 122683781-Isopropylpiperazine dihydrochloride

Product 1

HCID 866036021-(4-Isopropylpiperazin-1-yl)-4-phenylbutane-1,4-dione 4-oxime

Procedure

Using coupling method A, 4-hydroximino-4-phenylbutyric acid (500 mg, 2.6 mmol) and 1-isopropylpiperazine dihydrochloride (521 mg, 2.6 mmol) afforded, after purification (SiO2: 10% isopropylamine in EtOAc), 730 mg (89%) of the title compound.

Workup

  1. customafforded
  2. customafter purification (SiO2: 10% isopropylamine in EtOAc), 730 mg (89%) of the title compound

Sources & evidence

ORD record
ord-5ee8ce0057a141558d8a7a003d34a7f0
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Reaction notes

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