HCID 10223553, compound → HCID 10294443, compound

HRID 1007498Notes

Reaction equation

HRID 1007498 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:22][C:23](=[O:29])[CH2:24][C:25]([O:27]C)=[O:26])[CH:5]=[C:6]([CH3:21])[C:7]=1[O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][CH:13]=[C:12]2[CH:18]([CH3:20])[CH3:19]>C(O)C.[OH-].[Na+]>[Cl:1][C:2]1[CH:3]=[C:4]([NH:22][C:23](=[O:29])[CH2:24][C:25]([OH:27])=[O:26])[CH:5]=[C:6]([CH3:21])[C:7]=1[O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][CH:13]=[C:12]2[CH:18]([CH3:19])[CH3:20]

Participants

4

Reactant 1

HCID 10223553HCID 10223553, compound

Product 1

HCID 10294443HCID 10294443, compoundYield 89.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

101 mg of methyl 3-({3-chloro-4-[(3-isopropyl-1H-indol-5-yl)oxy]-5-methyl-phenyl}amino)-3-oxo-propanoate (Example 4a) are dissolved in 2 ml of ethanol and 1 ml of 1N sodium hydroxide solution, the solution is stirred at room temperature for 1 hour and the solvent is removed in vacuo. The residue is rendered acidic, extracted with ethyl acetate, the extract is dried over sodium sulphate and the solvent is removed in vacuo. 87 mg of 3-({3-chloro-4-[(3-isopropyl-1H-indol-5-yl)oxy]-5-methylphenyl}amino)-3-oxopropionic acid are obtained.

Workup

  1. customthe solvent is removed in vacuo
  2. extractionextracted with ethyl acetate
  3. dry with materialthe extract is dried over sodium sulphate
  4. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-4128a51988814ab4969c76aa6b75bcfc
Source dataset
uspto-grants-2004_09
Patent number
US06794406B2

Reaction notes

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