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

HRID 587598Notes

Reaction equation

HRID 587598 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-200022b29cc14a1e9b2e3aa16f449b40
Source dataset
uspto-grants-2016_01
Patent number
US09226921B2

Reaction notes

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