Sulfuric acid magnesium salt (1:1) → HCID 21110148, compound

HRID 1766366Notes

Reaction equation

HRID 1766366 reaction equation
[C:1]([CH:4]([CH:11]([C:26]1[CH:31]=[CH:30][C:29]([C:32]#[N:33])=[CH:28][CH:27]=1)[CH2:12][C:13](=[O:25])[NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=1)[C:5]([O:7][CH2:8][CH:9]=[CH2:10])=[O:6])(=O)[CH3:2].S([O-])([O-])(=O)=O.[Mg+2]>C(O)C>[C:32]([C:29]1[CH:28]=[CH:27][C:26]([CH:11]2[CH2:12][C:13](=[O:25])[N:14]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:22])([F:23])[F:24])[CH:16]=3)[C:1]([CH3:2])=[C:4]2[C:5]([O:7][CH2:8][CH:9]=[CH2:10])=[O:6])=[CH:31][CH:30]=1)#[N:33]

Participants

4

Reactant 2

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 21110147HCID 21110147, compound

Product 1

HCID 21110148HCID 21110148, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of allyl 2-acetyl-3-(4-cyanophenyl)-5-oxo-5-{[3-(trifluoromethyl)-phenyl]amino}pentanoate (Example 53A) (12.60 g, 27.49 mmol) in 400 ml ethanol are added Amberlyst-15 (12.60 g) and magnesium sulphate (25.20 g, 209.4 mmol). The reaction mixture is stirred at reflux temperature overnight and then cooled to room temperature. The solids are removed by filtration using a pad of kieselgur. The solvent is removed in vacuo and the crude material is purified by column chromatography on silica gel (eluent dichloromethane).

Workup

  1. temperatureat reflux temperature overnight
  2. customThe solids are removed by filtration
  3. customThe solvent is removed in vacuo
  4. customthe crude material is purified by column chromatography on silica gel (eluent dichloromethane)

Sources & evidence

ORD record
ord-29331386c6414f1bb7e786a1761810b9
Source dataset
uspto-grants-2007_06
Patent number
US07230017B2

Reaction notes

Loading…