HCID 54049777, compound → HCID 57154779, compound

HRID 481295Notes

Reaction equation

HRID 481295 reaction equation
[C:1]([N:4]1[CH:9]=[C:8]([CH:10]=O)[CH2:7][CH2:6][C@H:5]1[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])(=[O:3])[CH3:2].[H][H]>C(O)C.[Pd]>[C:1]([N:4]1[CH2:9][C@@H:8]([CH3:10])[CH2:7][CH2:6][C@H:5]1[C:12]([O:14][C:15]([CH3:16])([CH3:18])[CH3:17])=[O:13])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 54049777HCID 54049777, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57154779HCID 57154779, compoundYield 109.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

140 mg (0.529 mmol) of the t-butyl (S)-N-acetyl-5-formyl-1,2,3,4-tetrahydropyridine-2-carboxylate obtained in Synthesis Example 14 was dissolved in 20 mL of ethanol, followed by the addition of 5% Pd/C (140 mg). It was treated in a hydrogen atmosphere of 3 kg/cm2 by the use of mediumpressure catalytic reduction equipment to conduct hydrogenation. The catalyst was removed by filtration and the filtrate was concentrated to give 140 mg of the title compound.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-0ba1d86a7c8e4337b5aefee0dfbe42f5
Source dataset
uspto-grants-1998_08
Patent number
US05789403

Reaction notes

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