Hydrochloric Acid → HCID 57467463, compound

HRID 1890792Notes

Reaction equation

HRID 1890792 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:14][C@@H:13]3[C@H:9]2[CH2:10][N:11]([C:15]([CH3:21])([CH3:20])[C:16]([O:18]C)=[O:17])[CH2:12]3)=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C@H:8]2[CH2:14][C@H:13]3[C@@H:9]2[CH2:10][N:11]([C:15]([CH3:21])([CH3:20])[C:16]([OH:18])=[O:17])[CH2:12]3)=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86646769HCID 86646769, compound

Product 1

HCID 57467463HCID 57467463, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of Example 48A (0.44 g, 1.4 mmol) in methanol (4 mL) and water (4 mL) was added 5 N aqueous NaOH solution (1.4 mL, 7.1 mmol). After stirring at 60° C. for 16 hours, the reaction mixture was cooled, neutralized to pH˜7 with 3 N HCl, and concentrated to obtain crude 2-[(1S,5R,6S)-6-(4-chlorophenyl)-3-azabicyclo[3.2.0]hept-3-yl]-2-methylpropanoic acid.

Workup

  1. temperaturethe reaction mixture was cooled
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-a46ace6e74da4cefbbfa4a65d3b6c919
Source dataset
uspto-grants-2013_08
Patent number
US08507493B2

Reaction notes

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