HCID 58577747, compound → 4-(2,3-dihydro-1H-imidazo[2',1':2,3]imidazo[4,5-b]pyridin-1-yl)aniline

HRID 82684Notes

Reaction equation

HRID 82684 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]3=[N:15][C:16]4[C:17](=[N:18][CH:19]=[CH:20][CH:21]=4)[N:13]3[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>[Pd].CO>[N:10]1([C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=2)[C:14]2=[N:15][C:16]3[C:17](=[N:18][CH:19]=[CH:20][CH:21]=3)[N:13]2[CH2:12][CH2:11]1

Participants

4

Reactant 1

HCID 58577747HCID 58577747, compound

Product 1

HCID 585773924-(2,3-dihydro-1H-imidazo[2',1':2,3]imidazo[4,5-b]pyridin-1-yl)anilineYield 79%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1-(4-nitrophenyl)-2,3-dihydro-1H-imidazo[2′,1′:2,3]imidazo[4,5-b]pyridine (1.7 g) and 10% palladium on carbon (50% wet, 1.0 g) in MeOH (150 ml) was hydrogenated under balloon pressure at room temperature for 1 day. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to give the title compound (1.2 g).

Workup

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

Sources & evidence

ORD record
ord-fd203bc0c94044c086aec828f15044b4
Source dataset
uspto-grants-2014_09
Patent number
US08846713B2

Reaction notes

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