81335-71-9Relevant articles and documents
The transposing of isomer yields in the methanolyses of N-substituted quinolinimides by triethylamine
Van Es, Theodorus,Staskun, Benjamin,Karuso, Peter
experimental part, p. 53 - 61 (2012/06/04)
The effect of triethylamine in transposing the respective yields of the two isomeric esters ensuing from the methanolysis of N-substituted quinolinimides is described and is rationalized with a mechanism.
N-(IMIDAZOPYRIMIDIN-7-YL)-HETEROARYLAMIDE DERIVATIVES AND THEIR USE AS PDE10A INHIBITORS
-
Page/Page column 77, (2011/10/13)
The invention is concerned with novel imidazopyrimidine derivatives of formula (I) wherein R1, R2 and R8 are as defined in the description and in the claims, as well as physiologically acceptable salts and esters thereof. These compounds inhibit PDEIOA and used as medicaments.
1,6- and 1,7-naphthyridines. II. Synthesis from acyclic precursors
Blanco, M. Mercedes,Perillo, Isabel A.,Schapira, Celia B.
, p. 979 - 984 (2007/10/03)
A number of 8-hydroxy-6-methyl-1,6-naphthyridin-5(6H)-one-7- carboxylic acid alkyl esters 3 and the isomeric 5-hydroxy-7- methyl-1,7-naphthyridin-8(7H)-one-6-carboxylic acid alkyl esters 4 were synthesized from acyclic precursors obtained starting from quinolinic anhydride 5. Thus, methanolysis of 5 afforded the hemiester 6 which treated with oxalyl chloride and sarcosine ethyl ester gave 3-(N-ethoxycarbonylmethyl-N- methylcarbamoyl)pyridine-2-carboxylic acid methyl ester 8. Compound 8 was cyclized to naphthyridines 3a-e with sodium alkoxides. The isomeric naphthyridines 4a-c were obtained by cyclization of the open intermediary 2-(N-ethoxycarbonylmethyl-N- methylcarbamoyl)pyridine-3-carboxylic acid methyl ester 9 obtained by a route that involves treatment of 5 with sarcosine ethyl ester and esterification with diazomethane. Spectroscopic properties (1H nmr, uv, ir) of compounds 3 and 4 are discussed and confirmed the proposed structures.