Formamidine → Medorinone

Reaction equation

[C:1]([C:4]1[CH:5]=[CH:6][C:7](=[O:15])[NH:8][C:9]=1[CH:10]=[CH:11][N:12](C)C)(=O)[CH3:2].C(N)=N.C([O-])(=O)C.[NH4+]>>[CH3:2][C:1]1[N:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7](=[O:15])[NH:8]2

Participants

Reactant 3

HCID 68047Formamidine

HCID 517165Ammonium Acetate

HCID 37350622(1H)-Pyridinone, 5-acetyl-6-[2-(dimethylamino)ethenyl]-

Product 1

HCID 5362132Medorinone

Procedure

The process according to claim 12 which comprises reacting 5-acetyl-6-(2-dimethylaminoethenyl)-2(1H)-pyridinone with formamidine or ammonium acetate to produce 5-methyl-1,6-naphthyridin-2(1H)-one.

Sources & evidence

ORD record: ord-766b3e47d4974d2f906c7ffd4938317d
Source dataset: uspto-grants-1985_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04559347

Reaction notes

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