Sodium Chloride → HCID 59294609, compound

HRID 2195612Notes

Reaction equation

HRID 2195612 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([N:8]2[CH2:13][CH2:12][CH2:11][C@@H:10]([NH2:14])[CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[Cl:17][C:18]1[CH:26]=[CH:25][C:21]([C:22](Cl)=[O:23])=[CH:20][CH:19]=1.[OH-].[Na+].[Cl-].[Na+]>ClC1C=CC=CC=1>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([N:8]2[CH2:13][CH2:12][CH2:11][C@@H:10]([NH:14][C:22](=[O:23])[C:21]3[CH:25]=[CH:26][C:18]([Cl:17])=[CH:19][CH:20]=3)[CH2:9]2)=[O:7])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 85014-Chlorobenzoyl chlorideHCID 14798Sodium HydroxideHCID 28958339HCID 28958339, compound

Product 1

HCID 59294609HCID 59294609, compoundYield 49.5%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Conditions

Temperature
15 °C

Procedure

To the aqueous solution of (R)-1-(p-chlorobenzoyl)-3-amino piperidine obtained in Example 14 (amount: 3 g), p-chlorobenzoyl chloride (0.15 g) was added. The pH of the mixture was kept from pH 8.0 to 9.0 using sodium hydroxide. The mixture was stirred at 15° C. for 3 hours, and chlorobenzene (3 ml) and sodium chloride (0.5 g) were added. The mixture was stirred at 90° C. for 10 minutes. The water layer was removed, and the solvent was evaporated under reduced pressure to obtain the title compound as yellow crystal (0.16 g, yield: 36%).

Workup

  1. stirringThe mixture was stirred at 90° C. for 10 minutes
  2. customThe water layer was removed
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-846ec0c125b344a7a925a88b67fb88ea
Source dataset
uspto-grants-2012_12
Patent number
US08338142B2

Reaction notes

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