Potassium Acetate → N-methoxy-6-[1-(3-pyridyl)pyrazol-4-yl]-2,3-dihydropyrano[3,2-b]pyridin-4-imine

HRID 1478550Notes

Reaction equation

HRID 1478550 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[CH:11]=[C:10]([C:12]3[N:17]=[C:16]4[C:18](=O)[CH2:19][CH2:20][O:21][C:15]4=[CH:14][CH:13]=3)[CH:9]=[N:8]2)[CH:2]=1.[CH3:23][O:24][NH2:25].Cl.CC([O-])=O.[K+]>CO>[CH3:23][O:24][N:25]=[C:18]1[C:16]2=[N:17][C:12]([C:10]3[CH:9]=[N:8][N:7]([C:3]4[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=4)[CH:11]=3)=[CH:13][CH:14]=[C:15]2[O:21][CH2:20][CH2:19]1

Participants

5

Reactant 3

HCID 517044Potassium AcetateHCID 521874O-Methylhydroxylamine hydrochlorideHCID 900430706-[1-(3-Pyridyl)pyrazol-4-yl]-2,3-dihydropyrano[3,2-b]pyridin-4-one

Product 1

HCID 123479363N-methoxy-6-[1-(3-pyridyl)pyrazol-4-yl]-2,3-dihydropyrano[3,2-b]pyridin-4-imine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-[1-(3-Pyridyl)pyrazol-4-yl]-2,3-dihydropyrano[3,2-b]pyridin-4-one (120 mg, 0.41 mmol), CH3ONH2.HCl (38 mg, 0.82 mmol) and KOAc (81 mg, 0.82 mmol) were suspended in methanol (3 ml) under N2. The reaction mixture was refluxed overnight and purified by chromatography on silica (EtOAc) to get the title compound as a yellow solid.

Workup

  1. temperatureThe reaction mixture was refluxed overnight
  2. custompurified by chromatography on silica (EtOAc)

Sources & evidence

ORD record
ord-9b8230bca8e74e67a7420c294ca22398
Source dataset
uspto-grants-2016_08
Patent number
US09403845B2

Reaction notes

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