Hydrochloric Acid → HCID 15670164, compound

HRID 1646283Notes

Reaction equation

HRID 1646283 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 1N 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-03895142c3734473ad4e54d7a0a32e16
Source dataset
uspto-grants-1993_01
Patent number
US05179125

Reaction notes

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