936476-63-0

Basic information

• Product Name: Methyl 2,6-dioxo-5-(trifluoromethyl)-1,2,3,6-tetrahydro-4-pyrimidinecarboxylate
• Synonyms: Methyl 2,6-dioxo-5-(trifluoromethyl)-1,2,3,6-tetrahydro-4-pyrimidinecarboxylate;Methyl 2,6-dioxo-5-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidine-4-carboxylate
• CAS NO: 936476-63-0
• Molecular Formula: C7H5F3N2O4
• Molecular Weight: 238.1208096
• Mol File: 936476-63-0.mol

Chemical Properties

• Melting Point: 225-226°
• Appearance: /
• CAS DataBase Reference: Methyl 2,6-dioxo-5-(trifluoromethyl)-1,2,3,6-tetrahydro-4-pyrimidinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,6-dioxo-5-(trifluoromethyl)-1,2,3,6-tetrahydro-4-pyrimidinecarboxylate(936476-63-0)
• EPA Substance Registry System: Methyl 2,6-dioxo-5-(trifluoromethyl)-1,2,3,6-tetrahydro-4-pyrimidinecarboxylate(936476-63-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 936476-63-0(Hazardous Substances Data)

Upstream product

• 6153-44-2 methyl orotate 
• 2314-97-8 iodotrifluoromethane 

Relevant articles and documents

Catalyst-free and visible light promoted trifluoromethylation and perfluoroalkylation of uracils and cytosines

Fluoroalkylated enaminones, such as trifluridine and 5-trifluoromethyluracil, have widespread applications in pharmaceuticals and agrochemicals. Although these kinds of pharmaceutical agent often bear CF3 and perfluoroalkyl motifs in the core structure, access to such analogues typically requires multi-step synthesis. Here, we report a mild, metal-free and operationally simple strategy for the direct perfluoroalkylation of uracils, cytosines and pyridinones through a visible-light induced pathway from perfluoroalkyl iodides. This photochemical transformation features synthetic simplicity, mild reaction conditions without any photoredox catalyst, and high functional group tolerance, providing a facile route for applications in medicinal chemistry.

Synthetic method of 5-trifluoromethyl uracil

The invention discloses a synthetic method of 5-trifluoromethyl uracil prepared under simple and convenient conditions. The synthetic method is characterized in that starting from uracil and trifluoroiodomethane, after alkali is added, the 5-trifluoromethyl uracil is efficiently obtained under the irradiation of visible light. Some of products obtained are listed drug molecules or important pharmaceutical intermediates. The synthetic method has the benefits that the uracil and the trifluoroiodomethane which are cheap and easy to obtain are used as raw materials; in the reaction process, only the illumination is required, and the cheap alkali is added without the use of a catalyst; during the mass production, a solvent can be recovered through a vacuum distillation method; the synthetic method is green, economic and efficient in the whole production process and has very significant advantages compared with an existing production process.

NUCLEIC ACID BASE HAVING PERFLUOROALKYL GROUP AND METHOD FOR PRODUCING THE SAME

Provided is a simple and efficient production process of a nucleobase having a perfluoroalkyl group. A nucleobase (for example, uracils, cytosines, adenines, guanines, hypoxanthines, xanthines, or the like) is reacted with a perfluoroalkyl halide in the presence of a sulfoxide, a peroxide and an iron compound to produce a perfluoroalkyl-substituted nucleobase, which is useful as an intermediate for medical drugs, economically.