8-Azidomethyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-ol → 8-Aminomethyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-ol

HRID 656476Notes

Reaction equation

HRID 656476 reaction equation
[N:1]([CH2:4][C:5]1([OH:14])[CH2:10][CH2:9][CH2:8][N:7]2[CH:11]=[N:12][CH:13]=[C:6]12)=[N+]=[N-].[H][H]>CO.[Pd]>[NH2:1][CH2:4][C:5]1([OH:14])[CH2:10][CH2:9][CH2:8][N:7]2[CH:11]=[N:12][CH:13]=[C:6]12

Participants

5

Reactant 2

HCID 866299988-Azidomethyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-olHCID 178418361HCID 178418361, compound

Product 1

HCID 685749248-Aminomethyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3 mmol of 8-azidomethyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-ol are taken up in 10 ml of methanol and the solution is admixed with 0.30 mmol of 10% Pd/C. The reaction mixture is hydrogenated with a hydrogen pressure of 1 bar at 22° C. for 1-10 hours. The catalyst is filtered off over Hyflo and the filtrate is evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60 F) on the basis of the Rf value.

Workup

  1. filtrationThe catalyst is filtered off over Hyflo
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-c224be4d5dbc49dc838dc34ab96079b0
Source dataset
uspto-grants-2011_12
Patent number
US08071773B2

Reaction notes

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