Reactions of 2-methyl-4H-pyrido[2,3-d][3,1]oxazin-4-one with active methylene compounds: A new efficient route to 3-substituted 4-hydroxy-1,8-naphthyridin-2(1H)-ones

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Title

Reactions of 2-methyl-4H-pyrido[2,3-d][3,1]oxazin-4-one with active methylene compounds: A new efficient route to 3-substituted 4-hydroxy-1,8-naphthyridin-2(1H)-ones (EN)

Creator

Delieza, V (EN)

Detsi, A (EN)

Igglessi-Markopoulou, O (EN)

Bardakos, V (EN)

Type

journalArticle (EN)

Partial document
Publication in journal (EN)

Article
Scientific article (EN)

Issued

2014-03-01T01:13:18Z

1997 (EN)

Year

1997 (EN)

Description

3-Substituted 1,8-naphthyridine-2,4-diones, compounds of very important pharmaceutical use, have been synthesized using a new efficient route. The reaction of 2-methyl-4H-pyrido-[2,3-d][3,1]oxazin-4-one, 1b, with active methylene compounds furnishes the 1-acetyl-3-substituted-4-hydroxy-1,8-naphthyridin-2-ones 3-5, in good yields. In the case of cyanoacetic esters the intermediate C-acylation compounds 7 and 8 were isolated and subsequently cyclized to 1-acetyl-3-cyano-4-hydroxy-1,8-naphthyridin-2-one 6. Spectral data and physical characteristics for all compounds are reported. (EN)

Scientific field

Chemistry, Organic (EN)

Natural Sciences ▶ Chemical sciences
Organic Chemistry (EN)

Subject

ACID-DERIVATIVES (EN)

LS-2616 (EN)

SCH-37224 (EN)

INHIBITOR (EN)

Journal

Journal of the Chemical Society - Perkin Transactions 1 (EN)

Language

English