Sodium Chloride → HCID 59294615, compound

HRID 2195614Notes

Reaction equation

HRID 2195614 reaction equation
C(=O)([O-])[O-].[K+].[K+].[C:7](Cl)(=[O:16])[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[Cl:18][C:19]1[CH:33]=[CH:32][C:22]([C:23]([N:25]2[CH2:30][CH2:29][CH2:28][C@@H:27]([NH2:31])[CH2:26]2)=[O:24])=[CH:21][CH:20]=1.[Cl-].[Na+]>ClC1C=CC=CC=1>[Cl:18][C:19]1[CH:33]=[CH:32][C:22]([C:23]([N:25]2[CH2:30][CH2:29][CH2:28][C@@H:27]([NH:31][C:7]([O:8][CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[O:16])[CH2:26]2)=[O:24])=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 10387Benzyl chloroformateHCID 11430Potassium CarbonateHCID 28958339HCID 28958339, compound

Product 1

HCID 59294615HCID 59294615, compoundYield 40.7%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Conditions

Temperature
15 °C

Procedure

Potassium carbonate (0.15 g) and benzyl chlorocarbonate (0.18 g) were added to the aqueous solution of (R)-1-(p-chlorobenzoyl)-3-aminopiperidine obtained in Example 14 (amount: 3 g). 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 oil (0.16 g, yield: 35%).

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-59f18d70cca147b6988038f88b535d0d
Source dataset
uspto-grants-2012_12
Patent number
US08338142B2

Reaction notes

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