HCID 178526537, compound → HCID 178507427, compound

HRID 2218433Notes

Reaction equation

HRID 2218433 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[S:12][C:13]([N+:16]([O-])=O)=[CH:14][CH:15]=3)[NH:8][C:5]2=[N:6][CH:7]=1>CO.[Ni]>[Cl:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[S:12][C:13]([NH2:16])=[CH:14][CH:15]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 1

HCID 178526537HCID 178526537, compound

Product 1

HCID 178507427HCID 178507427, compoundYield 44.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

6-Chloro-2-(5-nitro-2-thienyl)-3H-imidazo[4,5-b]pyridine (Example 275) (0.10 g, 0.36 mmol) was dissolved in methanol (10 ml). A catalytic amount of Raney nickel was added. The solution was shaken for 2 h under hydrogen pressure (3 atm.). The catalyst was filtered off and the crude material was purified by column chromatography (EtOAc) to give the title product (0.04 g, 44%).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe crude material was purified by column chromatography (EtOAc)

Sources & evidence

ORD record
ord-7a0c4c9d47014c31913698a664d52da3
Source dataset
uspto-grants-2008_08
Patent number
US07410966B2

Reaction notes

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