HCID 22456632, compound → HCID 57496381, compound

HRID 537734Notes

Reaction equation

HRID 537734 reaction equation
[CH:1]1([CH:7]2[CH2:12][C:11](=[O:13])[CH:10]=[CH:9][N:8]2[C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CC(O)=O.[Zn]>[CH:1]1([CH:7]2[CH2:12][C:11](=[O:13])[CH2:10][CH2:9][N:8]2[C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 22456632HCID 22456632, compound

Product 1

HCID 57496381HCID 57496381, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

Benzyl 2-cyclohexyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate (35.25 g, 112 mmol) was dissolved in AcOH (450 ml) and added zinc dust (22.07 g, 337 mmol). The solution stirred at room temperature for 12 hours. The solution was filtered through celite and washed with EtOAc. The solvent was evaporated under reduced pressure and the product was purified by column chromatography on silica gel 30% EtOAc/Hexanes.

Workup

  1. filtrationThe solution was filtered through celite
  2. washwashed with EtOAc
  3. customThe solvent was evaporated under reduced pressure
  4. customthe product was purified by column chromatography on silica gel 30% EtOAc/Hexanes

Sources & evidence

ORD record
ord-851e1453c720452aa0fb729182fef6b2
Source dataset
uspto-grants-2014_10
Patent number
US08865701B2

Reaction notes

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