(S)-2-azido-2-(6-methoxypyridin-3-yl)ethanol → (S)-2-Amino-2-(6-methoxypyridin-3-yl)ethanol

HRID 241853Notes

Reaction equation

HRID 241853 reaction equation
[N:1]([C@@H:4]([C:7]1[CH:8]=[N:9][C:10]([O:13][CH3:14])=[CH:11][CH:12]=1)[CH2:5][OH:6])=[N+]=[N-]>[Pd].CCOC(C)=O>[NH2:1][C@@H:4]([C:7]1[CH:8]=[N:9][C:10]([O:13][CH3:14])=[CH:11][CH:12]=1)[CH2:5][OH:6]

Participants

4

Reactant 1

HCID 58103593(S)-2-azido-2-(6-methoxypyridin-3-yl)ethanol

Product 1

HCID 55278315(S)-2-Amino-2-(6-methoxypyridin-3-yl)ethanolYield 100.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (S)-2-azido-2-(6-methoxypyridin-3-yl)ethanol (0.90 g, 4.6 mmol), EtOAc (50 mL), and 10% Pd—C (100 mg) was stirred under H2 (1 atm) for 1 h. The catalyst was filtered off and the filtrate was concentrated in vacuo to give a thick oil (0.78 g, 100%).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-e40a4681ae8e4c04b94274f9f4f891b1
Source dataset
uspto-grants-2014_02
Patent number
US08653091B2

Reaction notes

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