THE REACTION OF 2-ETHOXYCARBONYL-3-ISOTHIOCYANATOPYRIDINE WITH ALPHA-AMINO-ACIDS - THE SYNTHESIS OF 3-SUBSTITUTED 2-THIOOXO-2,3-DIHYDROPYRIDO[3,2-D]PYRIMIDIN-4(3H)-ONES

被引：5

作者：

URLEB, U

STANOVNIK, B

TISLER, M

机构：

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1990年 / 27卷 / 02期

关键词：

D O I：

10.1002/jhet.5570270257

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2‐Ethoxycarbonyl‐3‐isothiocyanatopyridine (1) reacts with α‐amino acids 2–11 and β‐alanine (12) to give pyrido[3,2‐d]pyrimidine derivatives 13–23 with the nitrogen of the amino acid component being incorporated into the fused pyrimidine ring at position 3. Methylation of 14 and 15 with DMFDMA produces S‐methylated products 24 and 25, while in the reaction of 14 with hydrazine the corresponding hydrazide 26 is formed. The reactions proceed under mild conditions, so that no racemization of chiral substituents was observed. Copyright © 1990 Journal of Heterocyclic Chemistry

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页码：413 / 415

页数：3

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