400758-93-2

Upstream product

• 400758-91-0 3-(1-acetyl-1H-indol-3-yl)-5-chloro-6-methyl-2H-1,4-oxazin-2-one 
• 142330-88-9 5-chloro-6-methyl-3-(indol-3-yl)-2H-1,4-oxazin-2-one 
• 125849-94-7 3,5-dichloro-6-methyl-2(H)-1,4-oxazin-2-one 
• 120-72-9 indole 

Relevant academic research and scientific papers

Stereoselective conversion of 2H-1,4-oxazin-2-ones into 2,5,5-substituted piperidine-2-carboxamides and 2-methanamines and related octahydro-2H-pyrido[1,2-a]pyrazines, potential substance P antagonists

4-(Hetero)aryl-2-oxa-5-azabicyclo[2.2.2]octan-3-ones and 3,6-diones, formed via cycloaddition of 2H-1,4-oxazin-2-ones and ethene followed by functional group transformation, undergo lactone cleavage by reaction with amines to yield substituted 2-(hetero)aryl-5-hydroxy-2-piperidinecarboxamides. Subsequent reduction affords the corresponding 2-piperidinemethanamines. Both amide and amine compounds are of interest as potential Substance P antagonists. A detailed NMR study, supported by conformational calculations, of an octahydro-2H-pyrido[1,2-a]pyrazine analogue revealed the existence of a temperature and solvent dependent equilibrium mixture of transoid and cisoid invertomers.