HCID 15171484, compound → HCID 15171488, compound

HRID 728110Notes

Reaction equation

HRID 728110 reaction equation
[OH:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][C:7]2[N:11]3[CH:12]=[CH:13][C:14]([CH3:16])=[CH:15][C:10]3=[N:9][C:8]=2[CH3:17])=[CH:4][C:3]=1[N+:20]([O-])=O.[H][H]>C(O)C.O1CCCC1.[Pd]>[NH2:20][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][C:2]=1[OH:1])[CH2:6][C:7]1[N:11]2[CH:12]=[CH:13][C:14]([CH3:16])=[CH:15][C:10]2=[N:9][C:8]=1[CH3:17]

Participants

6

Reactant 2

HCID 15171484HCID 15171484, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15171488HCID 15171488, compoundYield 70.8%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-(4-hydroxy-3-nitrobenzyl)-2,7-dimethylimidazo[1,2-a]pyridine (2.2 g) in ethanol (100 ml) and tetrahydrofuran (50 ml) was hydrogenated over 10% palladium on carbon (0.7 g) under atmospheric pressure of hydrogen gas for 5 hours at ambient temperature. The catalyst was removed by filtration and filtrate was concentrated in vacuo and the precipitate was collected by filtration to give 3-(3-amino-4-hydroxybenzyl)-2,7-dimethylimidazo[1,2-a]pyridine (1.4 g).

Workup

  1. customThe catalyst was removed by filtration and filtrate
  2. concentrationwas concentrated in vacuo
  3. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-b7640eb21e9f403fa02bcdc885f4fbe8
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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