1421517-98-7

Basic information

• Product Name: N1--benzenesulfonyl-4--methoxy--6--azainole N6-oxide
• Synonyms: N1--benzenesulfonyl-4--methoxy--6--azainole N6-oxide
• CAS NO: 1421517-98-7
• Molecular Weight: 304.326
• Mol File: 1421517-98-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N1--benzenesulfonyl-4--methoxy--6--azainole N6-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: N1--benzenesulfonyl-4--methoxy--6--azainole N6-oxide(1421517-98-7)
• EPA Substance Registry System: N1--benzenesulfonyl-4--methoxy--6--azainole N6-oxide(1421517-98-7)

Safety Data

• Hazardous Substances Data: 1421517-98-7(Hazardous Substances Data)

Upstream product

• 91579-92-9 2-chloro-1-(1-(phenylsulfonyl)-1H-pyrrol-3-yl)ethanone 
• 16851-82-4 N-phenylsulfonylpyrrole 
• 357263-40-2 4-methoxy-6-azaindole 
• 98-09-9 benzenesulfonyl chloride 
• 1421517-99-8 N1--benzenesulfonyl-4-methoxy-6--azainole 

Downstream Products

• 1421517-89-6 N1--benzenesulfonyl-7--bromo-4--methoxy--6--azainole 
• 1449413-23-3 1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione 
• 1421517-99-8 N1--benzenesulfonyl-4-methoxy-6--azainole 

Relevant articles and documents

Synthesis of the 6-azaindole containing HIV-1 attachment inhibitor pro-drug, BMS-663068

The development of a short and efficient synthesis of a complex 6-azaindole, BMS-663068, is described. Construction of the 6-azaindole core is quickly accomplished starting from a simple pyrrole, via a regioselective Friedel.Crafts acylation, Pictet.Spengler cyclization, and a radical-mediated aromatization. The synthesis leverages an unusual heterocyclic Noxide α-bromination to functionalize a critical C.H bond, enabling a highly regioselective copper-mediated Ullmann. Goldberg.Buchwald coupling to install a challenging triazole substituent. This strategy resulted in an efficient 11 step linear synthesis of this complex clinical candidate.

A PROCESS FOR PREPARING HALOGENATED AZAINDOLE COMPOUNDS USING PYBROP

A process for preparing halogenated azaindole compounds makes use of a brominating agent PyBroP, together with a dehydrating agent BSA to enhance the selectivity and improve the yield of the final product which is a piperazine prodrug useful as an antiviral.

Regioselective bromination of fused heterocyclic N-oxides

A mild method for the regioselective C2-bromination of fused azine N-oxides is presented, employing tosic anhydride as the activator and tetra-n-butylammonium bromide as the nucleophilic bromide source. The C2-brominated compounds are produced in moderate to excellent yields and with excellent regioselectivity in most cases. The potential extension of this method to other halogens, effecting C2-chlorination with Ts2O/TBACl is also presented. Finally, this method could be incorporated into a viable one-pot oxidation/bromination process, using methyltrioxorhenium/urea hydropgen peroxide as the oxidant.