Furo[2,3-b]pyridin-3(2H)-one O-methyloxime → 2,3-Dihydrofuro(2,3-b)pyridin-3-amine

HRID 1508189Notes

Reaction equation

HRID 1508189 reaction equation
CO[N:3]=[C:4]1[C:12]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[O:6][CH2:5]1>N.CO.[Ni]>[O:6]1[C:7]2=[N:8][CH:9]=[CH:10][CH:11]=[C:12]2[CH:4]([NH2:3])[CH2:5]1

Participants

5

Reactant 1

HCID 72248887Furo[2,3-b]pyridin-3(2H)-one O-methyloxime

Product 1

HCID 552892082,3-Dihydrofuro(2,3-b)pyridin-3-amine

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

To a solution of furo[2,3-b]pyridin-3(2H)-one O-methyl-oxime (22.2 mmol) in 25 mL 7N NH3 in MeOH was added Actimet M Raney-Nickel (3 g) and the reaction mixture was stirred under a H2 atmosphere at 5 bar overnight. The mixture was then filtered over Celite, washed with 100 mL MeOH and concentrated in vacuo to give the title compound as brown solid;

Workup

  1. filtrationThe mixture was then filtered over Celite
  2. washwashed with 100 mL MeOH
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c09eef69951947748cc0277c11c3446d
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

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