1-Tert-butoxycarbon-yl-4-(quinoxalin-2-yl)-1,2,5,6-tetrahydropyridine → 1-Tert-butoxycarbonyl-4-(quinoxalin-2-yl)piperidine

HRID 1066076Notes

Reaction equation

HRID 1066076 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:14]2[CH:23]=[N:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=2)=[CH:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:23]=[N:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 211980601-Tert-butoxycarbon-yl-4-(quinoxalin-2-yl)-1,2,5,6-tetrahydropyridine

Product 1

HCID 211980351-Tert-butoxycarbonyl-4-(quinoxalin-2-yl)piperidineYield 84%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 0.55 gm (1.8 mMol) 1-tert-butoxycarbon-yl-4-(quinoxalin-2-yl)-1,2,5,6-tetrahydropyridine and 0.1 gm 5% palladium on carbon in 10 mL methanol was stirred at room temperature for 45 minutes under a hydrogen atmosphere. The reaction mixture was then filtered and the filtrate concentrated under reduced pressure to provide 0.47 gm (84%) of 1-tert-butoxycarbonyl-4-(quinoxalin-2-yl)piperidine as a yellow oil.

Workup

  1. filtrationThe reaction mixture was then filtered
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-dcbf3659f9894d7daf2451b052f6c9b5
Source dataset
uspto-grants-2001_06
Patent number
US06242450B1

Reaction notes

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