Reacción #11264

ord-3a88dd9b299e453abb8cca072f727e81

Ecuación de reacción

O=P(Cl)(Cl)Cl
phosphorus oxychloride
CCOC(=O)CC(C)=O
ethylacetoacetate
N#CCC(N)=O
cyanoacetamide
Cc1c(O)cnc(O)c1C#N
3-cyano-2,5-dihydroxy-4-methylpyridine

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Amine was generated by the condensation of ethylacetoacetate with cyanoacetamide followed by reaction with phosphorus oxychloride to provide 3-cyano-2,5-dihydroxy-4-methylpyridine. Hydrogenation with palladium dichloride gave the 3-cyano-4-methylpyridine which was hydrogenated with Raney nickel in ammonia and ethanol to afford the desired amine (J. Org. Chem. 1959, 25, 560.).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07094909B2uspto-grants-2006_08