Sodium Hydroxide → HCID 10295691, compound

HRID 1007503Notes

Reaction equation

HRID 1007503 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]([Cl: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].[OH-].[Na+]>C(O)C>[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]([Cl: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]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10137823HCID 10137823, compound

Product 1

HCID 10295691HCID 10295691, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

193 mg of methyl 3-({3,5-dichloro-4-[(3-isopropyl-1H-indol-5-yl)oxy]phenyl}-amino)-3-oxopropanoate (Example 7) are stirred in 3 ml of ethanol with 1 ml of 1N NaOH for one hour at room temperature. The solvent is removed in vacuo and the residue is taken up in dichloromethane. The mixture is shaken with water, the organic phase is dried and the solvent is removed in vacuo. By stirring with diethyl ether, 143 mg of 3-({3,5-dichloro-4-[(3-isopropyl-1H-indol-5-yl)oxy]phenyl}amino)-3-oxopropionic acid are obtained.

Workup

  1. customThe solvent is removed in vacuo
  2. customthe organic phase is dried
  3. customthe solvent is removed in vacuo
  4. stirringBy stirring with diethyl ether, 143 mg of 3-({3,5-dichloro-4-[(3-isopropyl-1H-indol-5-yl)oxy]phenyl}amino)-3-oxopropionic acid
  5. customare obtained

Sources & evidence

ORD record
ord-cc86dfad53b84e68a0a34987aff5e5e6
Source dataset
uspto-grants-2004_09
Patent number
US06794406B2

Reaction notes

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