888720-29-4

Basic information

• Product Name: 4-chloropyrrolo[1,2-f][1,2,4]triazine
• Synonyms: 4-Chloropyrrolo[2,1-f][1,2,4]triazine;4-chloropyrrolo[1,2-f][1,2,4]triazine;Pyrrolo[2,1-f][1,2,4]triazine,4-chloro-;4-Chloropyrrolo[1,2-f][1,...;4-chloropyrrolo[1
• CAS NO: 888720-29-4
• Molecular Formula: C₆H₄ClN₃
• Molecular Weight: 153.572
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;CHIRAL CHEMICALS
• Mol File: 888720-29-4.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Density: 1.51
• Refractive Index: 1.791
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -2.85±0.30(Predicted)
• CAS DataBase Reference: 4-chloropyrrolo[1,2-f][1,2,4]triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloropyrrolo[1,2-f][1,2,4]triazine(888720-29-4)
• EPA Substance Registry System: 4-chloropyrrolo[1,2-f][1,2,4]triazine(888720-29-4)

Safety Data

• Hazardous Substances Data: 888720-29-4(Hazardous Substances Data)

Usage

Uses

4-Chloropyrrolo[1,2-f][1,2,4]triazine is a pyrrolotriazine derivative used in the preparation of kinase inhibitors for treating cancer.

InChI:InChI=1/C5H3ClN4/c6-4-5-7-1-2-10(5)9-3-8-4/h1-3H

Upstream product

• 159326-71-3 pyrrolo<2,1-f><1,2,4>triazin-4(3H)-one 
• 159326-68-8 pyrrolo[2,1-f][1,2,4]triazin-4-amine 
• 1206824-76-1 tert-butyl 2-carbamoyl-1H-pyrrol-1-ylcarbamate 
• 937046-96-3 tert-butyl (2-cyano-1H-pyrrol-1-yl)carbamate 
• 937046-95-2 N-(1H-pyrrol-1-yl)-carbamic acid tert-butyl ester 
• 159326-71-3 pyrrolo[1,2-f][1,2,4]triazin-4-ol 

Downstream Products

• 1039630-78-8 ethyl 3-(5-(pyrrolo[2,1-f][1,2,4]-triazin-4-ylamino)-2H-pyrazol-3-ylthio)benzoate 
• 888720-30-7 4-(2-fluoro-4-nitrophenoxy)pyrrolo[1,2-f][1,2,4]triazine 
• 888720-31-8 3-fluoro-4-(pyrrolo[1,2-f][1,2,4]triazin-4-yloxy)aniline 
• 1221713-94-5 N-(3-fluoro-4-(pyrrolo[1,2-f][1,2,4]triazin-4-yloxy)phenyl)-2-(4-fluorophenyl)-1,5-dimethyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxamide 
• 158227-80-6 7-((2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-tetrahydrofuran-2-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine 
• 1596350-40-1 4-(methylthio)pyrrolo[2,1-f][1,2,4]triazine 
• 1355357-49-1 (2R,3R,4R,5R)‐2‐{4‐aminopyrrolo[2,1‐f][1,2,4]triazin‐7‐yl}‐3,4‐bis(benzyloxy)‐5‐[(benzyloxy)methyl]tetrahydrofuran‐2‐carbonitrile 
• 1770840-43-1 7-iodopyrrolo-[2,1-f][1,2,4]-triazin-4-amine 
• 159326-68-8 pyrrolo[2,1-f][1,2,4]triazin-4-amine 
• 1809249-37-3 (2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1191237-69-0 (2R,3R,4S,5R)?2?(4?aminopyrrolo[1,2?f][1,2,4]triazin?7?yl)?3,4?dihydroxy?5?(hydroxymethyl)tetrahydrofuran?2?carbonitrile 

Relevant articles and documents

Deaminative chlorination of aminoheterocycles

Selective modification of heteroatom-containing aromatic structures is in high demand as it permits rapid evaluation of molecular complexity in advanced intermediates. Inspired by the selectivity of deaminases in nature, herein we present a simple methodology that enables the NH2 groups in aminoheterocycles to be conceived as masked modification handles. With the aid of a simple pyrylium reagent and a cheap chloride source, C(sp2)?NH2 can be converted into C(sp2)?Cl bonds. The method is characterized by its wide functional group tolerance and substrate scope, allowing the modification of >20 different classes of heteroaromatic motifs (five- and six-membered heterocycles), bearing numerous sensitive motifs. The facile conversion of NH2 into Cl in a late-stage fashion enables practitioners to apply Sandmeyer- and Vilsmeier-type transforms without the burden of explosive and unsafe diazonium salts, stoichiometric transition metals or highly oxidizing and unselective chlorinating agents. [Figure not available: see fulltext.]

Novel compound for preparing key intermediate of remdesivir and preparation method thereof

The invention relates to a novel compound II used for synthesizing a key intermediate of remdesivir and a preparation method thereof. The preparation method of the compound II comprises the followingsteps: (a) halogenating 4-X-pyrrole[2,1-f][1,2,4]triazine as shown in a formula (V) to obtain 4-X-7-halogenated-pyrrole[2,1-f][1,2,4]triazine as shown in a formula (IV); (b) adding magnesium or alkylmagnesium halide to react with a ribose lactone derivative shown in the formula (VI) to generate glycosylate shown in the formula (III); and (c) converting hydroxyl into cyano in a proper solvent by the glycosylate (III) under the action of a cyaniding agent, a Lewis acid and a Bronsted acid to obtain the compound II. The prepared compound can be used for generating a key intermediate I required in synthesis of remdesivir through an ammoniation reaction. The invention provides a new compound II and a process route which is different from the prior art, is high in reaction selectivity and can be used for preparing the remdesivir key intermediate in batches.

BICYCLIC ETHER O-GLYCOPROTEIN-2-ACETAMIDO-2-DEOXY-3-D-GLUCOPYRANOSIDASE INHIBITORS

Described herein are compounds represented by formula (I) or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising the same and methods of preparing and using the same. The variables Ar, X, R1, R3, R 4, Y1, Y2, n and p are as defined herein.