3-(Imidazo[1,2-b]pyridazin-2-yl)benzonitrile → (3-(Imidazo[1,2-b]pyridazin-2-yl)phenyl)methanamine

HRID 251808Notes

Reaction equation

HRID 251808 reaction equation
[N:1]1[C:2]([C:10]2[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=2)[C:13]#[N:14])=[CH:3][N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[N:5]2>N.O.CO.[Ni]>[N:1]1[C:2]([C:10]2[CH:11]=[C:12]([CH2:13][NH2:14])[CH:15]=[CH:16][CH:17]=2)=[CH:3][N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[N:5]2

Participants

5

Reactant 1

HCID 534394773-(Imidazo[1,2-b]pyridazin-2-yl)benzonitrile

Product 1

HCID 57686815(3-(Imidazo[1,2-b]pyridazin-2-yl)phenyl)methanamine

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 12896473Azane;hydrateCatalystHCID 887MethanolSolvent

Procedure

Raney-Ni (cat.) and NH3.H2O (4˜5 drops) were added to the solution of 3-(imidazo[1,2-b]pyridazin-2-yl)benzonitrile (25 mg) in MeOH. The mixture was stirred vigorously at room temperature for 1 h under hydrogen and the Raney-Ni was then removed. The filtration was concentrated in vacuo to give the (3-(imidazo[1,2-b]pyridazin-2-yl)phenyl)methanamine.

Workup

  1. customthe Raney-Ni was then removed
  2. filtrationThe filtration
  3. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-cc75bb5e2a0b4c5c9ef3a32d2d9361db
Source dataset
uspto-grants-2011_01
Patent number
US07868001B2

Reaction notes

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