## Abstract Reaction of __N__‐substituted amides of 2‐chloro‐ or 4‐chloronicotinic acid with CH‐acidic nitriles in the presence of a base provides a convenient access to amino derivatives of 1,6‐naphthyrid‐5(6__H__)‐one, compounds of type 4 and 5, or 2,7‐naphthyrid‐1(2__H__)‐one 7.
A New Route to the Synthesis of 2-Amino-6-(methoxycarbonyl)amino-4-(tetrahydropyridyl)pyrimidine 1-Oxide
✍ Scribed by Jean-Claude Muller; Henri Ramuz; Hans-Peter Wagner
- Publisher
- John Wiley and Sons
- Year
- 1983
- Tongue
- German
- Weight
- 248 KB
- Volume
- 66
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
A new approach to 2‐amino‐6‐(methoxycarbonyl)amino‐4‐(1,2,3,6‐tetrahydro‐1‐pyridyl)pyrimidine 1‐oxide (3) is described. Methyl [1‐ethoxy‐2‐(ethoxycarbonyl)‐ethylidene]carbamate (5) reacted with guanidine to the pyrimidinecarbamate 6, which was successively transformed into methyl 2‐amino‐6‐(p‐tolyslulfonyl)oxy‐4‐pyrimidinecarbamate (8). Oxidation of 8 led to the corresponding pyrimidine N‐oxide 9, a useful starting material to 3.
📜 SIMILAR VOLUMES
Methyl 2-acetyl-3-{[2-(dimethylamino)-1-(methoxycarbonyl)ethenyl]amino}prop-2-enoate (4) and phenylmethyl 2-acetyl-3-{[2-(dimethyIamino)-l -(methoxycarbonyl)ethenyl]amino}prop-2-enoate (5) were prepared in three steps from the corresponding acetoacetic esters, and used as reagents for the preparatio