2,7-Naphthyridinones preparation

Ziegler and Noelken76 prepared the 1,5-naphthyridinone 28 by the following condensation. 

Most such naphthyridinones have been made by primary synthesis (see Chapter 1) and some by hydrolysis of halogeno-1,5-naphthyridines (see Section 3.2.3). Other preparative routes are illustrated by the following examples. 

Note Reported preparative routes have been covered already primary synthesis (Chapter 22), by thiolysis of halogeno-1,8-naphthyridines (at the end of Section 24.2), or by thiation of 1,8-naphthyridinones (Section 25.1.2). 

Naphthyridines have been prepared by means of a Niementowski synthesis from ethyl 2-amino-6-phenylnicotinate and by means of Friedlander synthesis from 2-aminonicotinaldehydes. Ethyl 2-amino-6-phenylnicotinate (IX lll), which is readily prepared from ethyl a-ethoxycarbonyl acetimidate and benzoylacetaldehyde, condenses with the simple esters (DC-122 R = H, CH3, CfiHs) in the presence of sodium to give good yields of 1,8-naphthyridinones (IX-113). 

The DoM-Suzuld-Miyaura Cross-Coupling for the Preparation of Benzo[c][2,7]naphthyridinone 161 (Scheme 14.32)... 

Hutschiterlen G, Specklin J, BaeschUn D, Lochev H, Sigwalt C (2004) Preparation and use of oxazolidinone-quinolinone and oxazoUdinone-naphthyridinone hybrid antibiotics for the treatment of anthrax and other infections. WO Patent 96221, 12 Jan 2004... 

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