159326-68-8

Basic information

• Product Name: PYRROLO[1,2-F][1,2,4]TRIAZIN-4-AMINE
• Synonyms: PYRROLO[1,2-F][1,2,4]TRIAZIN-4-AMINE;IFLAB-BB F2108-0125;Pyrrolo[2,1-f][1,2,4]triazin-4-amine;Pyrrolo[1,2-f][1,2,4]tria...;4-AMino-pyrrolo[2,1-f][1,2,4]triazin;4-AMinopyrrolo[2,1-f][1,2,4]triazine;Pyrrolo[2,1-f][1,2,4]triazin-4-aMin;4-pyrrolo[2,1-f][1,2,4]triazinamine
• CAS NO: 159326-68-8
• Molecular Formula: C6H6N4
• Molecular Weight: 134.14
• Mol File: 159326-68-8.mol
• Article Data: 18

Chemical Properties

• Appearance: /
• Density: 1.50
• Refractive Index: 1.773
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.28±0.30(Predicted)
• CAS DataBase Reference: PYRROLO[1,2-F][1,2,4]TRIAZIN-4-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: PYRROLO[1,2-F][1,2,4]TRIAZIN-4-AMINE(159326-68-8)
• EPA Substance Registry System: PYRROLO[1,2-F][1,2,4]TRIAZIN-4-AMINE(159326-68-8)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN2811
• Hazardous Substances Data: 159326-68-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 31, p. 781, 1994 DOI: 10.1002/jhet.5570310415

InChI:InChI=1/C6H6N4/c7-6-5-2-1-3-10(5)9-4-8-6/h1-4H,(H2,7,8,9)

Upstream product

• 159326-67-7 1-formamidinopyrrole-2-carbonitrile 
• 937046-97-4 1-amino-1H-pyrrole-2-carbonitrile hydrochloride 
• 3473-63-0 formamidine acetic acid 
• 937046-98-5 7-bromo-pyrrolo[2,1-f][1,2,4]triazin-4-ylamine 
• 68-12-2 N,N-dimethyl-formamide 
• 463-52-5 formamidine 
• 888720-29-4 4-chloropyrrolo[1,2-f][1,2,4]triazine 
• 159326-71-3 pyrrolo<2,1-f><1,2,4>triazin-4(3H)-one 
• 420-04-2 CYANAMID 
• 1770840-43-1 7-iodopyrrolo-[2,1-f][1,2,4]-triazin-4-amine 
• 14233-64-8 (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-dihydro-furan-2-one 
• 100-59-4 phenylmagnesium chloride 
• 109-97-7 pyrrole 
• 1189-71-5 isocyanate de chlorosulfonyle 

Downstream Products

• 1417736-94-7 rac-methyl 4-{4-amino-7-[cyclopropyl(hydroxy)methyl]pyrrolo[2,1-f][1,2,4]triazin-5-yl}-2-methoxybenzoate 
• 1417736-37-8 rac-{4-amino-5-[3-ethyl-5-fluoro-4-(hydroxymethyl)phenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}(cyclopropyl)methanol 
• 1417736-38-9 rac-{4-amino-5-[4-(hydroxymethyl)-3-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}(cyclopropyl)methanol 
• 1417736-42-5 rac-1-{4-amino-5-[3,5-difluoro-4-(hydroxymethyl)phenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}ethanol 
• 1417736-39-0 {4-amino-5-[4-(hydroxymethyl)-3-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}(cyclopropyl)methanol 
• 1417736-40-3 {4-amino-5-[4-(hydroxymethyl)-3-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}(cyclopropyl)methanol 
• 937047-47-7 5-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine 
• 888720-29-4 4-chloropyrrolo[1,2-f][1,2,4]triazine 
• 1355049-94-3 (3R,4R,5R)-2-(4-aminopyrrole-[2,1-f][1,2,4]-triazin-7-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-ol 

Relevant articles and documents

Cyanoamidine Cyclization Approach to Remdesivir's Nucleobase

We report an alternative approach to the unnatural nucleobase fragment seen in remdesivir (Veklury). Remdesivir displays broad-spectrum antiviral activity and is currently being evaluated in Phase III clinical trials to treat patients with COVID-19. Our route relies on the formation of a cyanoamidine intermediate, which undergoes Lewis acid-mediated cyclization to yield the desired nucleobase. The approach is strategically distinct from prior routes and could further enable the synthesis of remdesivir and other small-molecule therapeutics.

Synthesis process of retegravir intermediate

The invention relates to a synthesis process of a retegravir intermediate 7-iodine-4-amido pyrrolo [2,1-F] [1, 2, 4] triazine. The method comprises the following steps: by using pyrrole as an initialraw material, carrying out aldehyde groupintroduction through phosphorus oxychloride-DMF to obtain 2-aldehyde group pyrrole; preparing a 2-cyano key intermediate through ammonium sulfate, wherein thesteps is the key step of the process; cyclizing the cyano intermediate and formamidine acetate to prepare a 4-amino intermediate; reacting with NIS and adding iodine to prepare the target compound 7-iodine-4-amido pyrrolo [2,1-F] [1, 2, 4] triazine. The whole process has the advantages of simple and easily available raw materials, simple and easy operation, and very high economic value and socialbenefit.

Synthesis method of key intermediate 7-halogenated pyrrolo[1,2-F][1,2,4]triazin-4-amine of remdesivir

The invention discloses a synthesis method of a key intermediate 7-halogenated pyrrolo[1,2-F][1,2,4]triazin-4-amine of remdesivir as shown in a formula (h). Phthalimide is used as a raw material, and the key intermediate 7-halogenated pyrrolo[1,2-F][1,2,4]triazin-4-amine of remdesivir is synthesized through a series of reactions such as substitution, cyclization, bromination, cyano substitution, hydrazinolysis, heterocyclic ring synthesis and iodination . The post-treatment operation is optimized, and the method has the advantages of being short in reaction time, high in yield, suitable for industrial production and the like.