Hydrochloric Acid → HCID 23701010, compound

HRID 1646288Notes

Reaction equation

HRID 1646288 reaction equation
[Na+:1].C([S:5][CH2:6][CH:7]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)[C:8]([NH:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=1)[C:14]([O-:16])=[O:15])=[O:9])(=O)C.[OH-].[Na+].Cl>O>[Na+:1].[SH:5][CH2:6][CH:7]([CH2:20][C:21]1[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)[C:8]([NH:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=1)[C:14]([O-:16])=[O:15])=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23701007HCID 23701007, compound

Product 1

HCID 23701010HCID 23701010, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-[[2-Acetylthiomethyl-3-(4-methoxyphenyl)propionyl]amino]benzoic acid sodium salt (compound of Example 36) (2.0 g) is dissolved in water (20 ml), and the mixture is adjusted to pH 12.0 with 1N aqueous sodium hydroxide solution under nitrogen. After reacting at room temperature for one hour, the reaction mixture is adjusted to pH 8.0 with 10% hydrochloric acid and is purified by a medium pressure column chromatography with CHP-20P (eluant, water-acetonitrile). The fractions containing the desired compound are collected, and acetonitrile is distilled off under reduced pressure and then lyophilized to give the title compound (0.7 g).

Workup

  1. customis purified by a medium pressure column chromatography with CHP-20P (eluant, water-acetonitrile)
  2. additionThe fractions containing the desired compound
  3. customare collected
  4. distillationacetonitrile is distilled off under reduced pressure

Sources & evidence

ORD record
ord-ca47de254ab04b8980d961d47cb49af3
Source dataset
uspto-grants-1993_01
Patent number
US05179125

Reaction notes

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