Hydrochloric Acid → HCID 15670164, compound

HRID 248674Notes

Reaction equation

HRID 248674 reaction equation
C([S:4][CH2:5][CH:6]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([CH:17]=[CH:18][C:19]=1[N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1)[C:13]([O:15]C)=[O:14])=[O:8])(=O)C.[OH-].[Na+].Cl>CO>[SH:4][CH2:5][CH:6]([CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([CH:17]=[CH:18][C:19]=1[N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1)[C:13]([OH:15])=[O:14])=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15670162HCID 15670162, compound

Product 1

HCID 15670164HCID 15670164, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Metyl 3-[(2-acetylthiomethyl-3-phenylpropionyl)-amino]-4-(1-pyrrolidinyl)benzoate (compound of Example 14) (0.8 g) is dissolved in methanol (5 ml), and thereto is added 1 N aqueous sodium hydroxide solution (5.5 ml) under nitrogen, and the mixture is stirred at room temperature for 30 minutes. The reaction mixture is acidified with hydrochloric acid and purified by a medium pressure column chromatography with CHP-20P (eluant, water-acetonitrile). The fractions containing the desired compound are collected and concentrated into dryness under reduced pressure to give the title compound (0.3 g).

Workup

  1. custompurified by a medium pressure column chromatography with CHP-20P (eluant, water-acetonitrile)
  2. additionThe fractions containing the desired compound
  3. customare collected
  4. concentrationconcentrated into dryness under reduced pressure

Sources & evidence

ORD record
ord-eab1d332a1354a6a9acfe45b3e413db5
Source dataset
uspto-grants-1993_05
Patent number
US05210266

Reaction notes

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