Azane;hydrate → HCID 42623249, compound

HRID 251820Notes

Reaction equation

HRID 251820 reaction equation
[N:1]1[C:2]([C:10]2[CH:11]=[C:12]([CH:15]=[C:16]([O:18][CH2:19][CH2:20][O:21][CH3:22])[CH:17]=2)[C:13]#[N:14])=[CH:3][N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[N:5]2.O.N>CO.C1COCC1.[Ni]>[N:1]1[C:2]([C:10]2[CH:11]=[C:12]([CH2:13][NH2:14])[CH:15]=[C:16]([O:18][CH2:19][CH2:20][O:21][CH3:22])[CH:17]=2)=[CH:3][N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[N:5]2

Participants

6

Reactant 2

HCID 12896473Azane;hydrateHCID 57686802HCID 57686802, compound

Product 1

HCID 42623249HCID 42623249, compoundYield 70.2%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

3-(imidazo[1,2-b]pyridazin-2-yl)-5-(2-methoxyethoxy)benzonitrile (6 mmol) in 40 ml MeOH and 30 ml THF was added Raney-Ni (0.6mmol) and 1 ml ammonia hydrate solution and stirred at room temperature for 4 h. Raney-Ni was removed and the filtrate was concentrated to yield (3-(imidazo[1,2-b]pyridazin-2-yl)-5-(2-methoxyethoxy)phenyl)methanamine (70.2%).

Workup

  1. customRaney-Ni was removed
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-c1364b1b17ce4da9a88b41f196869608
Source dataset
uspto-grants-2011_01
Patent number
US07868001B2

Reaction notes

Loading…