furo[2,3-c]pyridazin-5(6H)-one O-methyl oxime → 5,6-Dihydrofuro[2,3-c]pyridazin-5-amine

HRID 1508195Notes

Reaction equation

HRID 1508195 reaction equation
CO[N:3]=[C:4]1[C:12]2[CH:11]=[CH:10][N:9]=[N:8][C:7]=2[O:6][CH2:5]1>N.CO.[Pd]>[N:8]1[C:7]2[O:6][CH2:5][CH:4]([NH2:3])[C:12]=2[CH:11]=[CH:10][N:9]=1

Participants

5

Reactant 1

HCID 86721901furo[2,3-c]pyridazin-5(6H)-one O-methyl oxime

Product 1

HCID 867219025,6-Dihydrofuro[2,3-c]pyridazin-5-amine

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

To a solution of furo[2,3-c]pyridazin-5(6H)-one O-methyl oxime (1.35 mmol) in 10 mL 7N NH3 in MeOH was added Pd/C (50 mg) and the reaction mixture was stirred under a H2 atmosphere for 1 h. The mixture was then filtered over Celite, washed with 20 mL MeOH and concentrated in vacuo to give the title compound as dark red oil;

Workup

  1. filtrationThe mixture was then filtered over Celite
  2. washwashed with 20 mL MeOH
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6c710458a2554d5ebc554f8bf03aee8f
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

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