619331-35-0

Basic information

• Product Name: 1H-Pyrrolo[2,3-c]pyridine, 7-broMo-4-Methoxy-
• Synonyms: 1H-Pyrrolo[2,3-c]pyridine, 7-broMo-4-Methoxy-;7-BroMo-4-Methoxy-6-azaindole;7-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridine;5-(3-(2-(3-aminopropoxy)-4-fluoro-6-methoxyphenyl)-1H-pyrazol-5-ylamino)pyrazine-2-carbonitrile;EOS-62217
• CAS NO: 619331-35-0
• Molecular Formula: C₈H₇BrN₂O
• Molecular Weight: 227.05798
• Mol File: 619331-35-0.mol

Chemical Properties

• Boiling Point: 396.2±37.0 °C(Predicted)
• Appearance: /
• Density: 1.678±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 13.22±0.40(Predicted)
• CAS DataBase Reference: 1H-Pyrrolo[2,3-c]pyridine, 7-broMo-4-Methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-c]pyridine, 7-broMo-4-Methoxy-(619331-35-0)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-c]pyridine, 7-broMo-4-Methoxy-(619331-35-0)

Safety Data

• Hazardous Substances Data: 619331-35-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1H-Pyrrolo[2,3-c]pyridine, 7-bromo-4-methoxyis used as a building block for the synthesis of bioactive molecules and new drugs. Its unique structural properties and reactivity make it a promising candidate for the development of pharmaceutical compounds with potential therapeutic applications.
Used in Organic Synthesis:
1H-Pyrrolo[2,3-c]pyridine, 7-bromo-4-methoxyis utilized as an intermediate in organic synthesis processes. Its bromine and methoxy substituents can impart specific properties and reactivity to the molecule, making it useful in various chemical reactions and processes for the creation of diverse organic compounds.

Upstream product

• 1379269-07-4 4,7-dimethoxy 5-azaindole 
• 917918-80-0 7-hydroxy-4-methoxy-6-azaindole 
• 66788-58-7 potassium p-bromobenzenesulfonate 
• 108-86-1 bromobenzene 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 127-08-2 potassium acetate 
• 151-50-8 potassium cyanide 

Downstream Products

• 954215-11-3 methyl 2-(7-bromo-4-methoxy-6-azaindol-3-yl)-2-oxoacetate 
• 676491-50-2 4-methoxy-7-(pyrazin-2-yl)-1H-pyrrolo[2,3-c]pyridine 
• 761446-35-9 4-Methoxy-7-(3-hydroxy-1-butyn-1-yl)-6-azaindole 

Relevant articles and documents

On the positional reactivity order in the sulfur trioxide sulfonation of benzene, halogenobenzenes, halogenonaphthalenes, and chloroanthracenes

The reaction of sulfur trioxide with benzene, the four halogenobenzenes, and six halogenonaphthalenes in dichloromethane as solvent, and with four chlorinated anthracenes in nitromethane as solvent, has been studied by analysis of the resulting mixture of the sulfo derivatives with 1H NMR. The sulfonation of benzene yields initially benzenesulfonic acid and subsequently the 1,3-disulfonic acid (1,3-S2). The initial sulfonation of the four halogenobenzenes yields ? 98% of the 4-S. Their subsequent sulfonation gives the 2,4-S2 and in the case of fluoro- and iodobenzene also the 2,4,6-S3. Monosulfonation of 1-fluoronaphthalene yields only the 4-S, whereas the three other 1-halogenonapthalenese yield in addition some 5-S. Further sulfonation on any of the four 1-halogenonaphthalene-4-sulfonic acids yields a mixture of the 2,4-S2 and 4,7-S2, and eventually also some 2,4,7-S3, whereas the 1-halogeno-5-sulfonic acids give the corresponding 5,7-S2. Sulfonation of 2-chloro- and 2-bromonaphthalene yields initially 85% 8-S and 15% 4-S, which are subsequently converted into the 6,8-S2 and 4,7-S2, respectively. On reaction with 1.0 mol-equiv. of SO3, 2-chloroanthracene gives the 9-S, and 9-chloroanthracene gives an 18:82 mixture of the 4-S and 10-S. Both 1,5- and 1,8-dichloroanthracene yield initially the 4-S and subsequently the 4,8-S2 and 4,5-S2, respectively.

DIKETO AZOLOPIPERIDINES AND AZOLOPIPERAZINES AS ANTI-HIV AGENTS

Compounds having drug and bio-affecting properties, their pharmaceutical compositions and methods of use are set forth. In particular, diketo fused azolopiperidine and azolopiperazine derivatives that possess unique antiviral activity are provided. These compounds are useful the treatment of HIV and AIDS.

4-Squarylpiperazine Derivatives as Antiviral Agents

This disclosure provides compounds having drug and bio-affecting properties, their pharmaceutical compositions and method of use. In particular, the disclosure is concerned with 4-squarylpiperazine derivatives that possess unique antiviral activity. More particularly, the present disclosure relates to compounds useful for the treatment of HIV and AIDS.

The acetolysis of exo- and endo-5,6-Dimethylidene-2-Norbornyl p-Bromobenzenesulfonates and of their Optically Active and Deuterium-Labelled Derivatives

The buffered (AcOK) acetolyses of exo (11) and endo-5,6-dimethylidene-2-norbornyl brosylate (12) yielded exo-5,6-dimethylidene-2-norbornyl (16) and (3-methylidene-2-nortricyclyl)methyl acetates (18).Endo-5,6-dimethylidene-2-norbornyl (17) and 2-methylidene-3-tricyclo3,6>octyl acetates (20) could not be detected.The titrimetric rate constants of the acetolysis of 11 (kt(exo)=(4.49+/-0.02)E-3/s at 25 deg C, ΔH(excit.)=23.6+/-0.7 kcal/mol ΔS(excit.)=0.7+/-2 cal/mol*K) and 12 (kt(endo)=(1.9+/-0.08)E-9/s at 25 deg C, ΔH(excit.)=27+/-1kcal/mol, ΔS(excit.)=-8+/-2.5 cal/mol*K)were measured and compared with the polarimetric rateconstants (ka/kt(exo)=6.8at 25 deg C, ka/kt(endo)=1.0 at 121 deg C) of the buffered acetolyses of the optically active brosylates (+)-11 and (+)-12.Neither a common-ion (KOBs) nor a special ion effect (LiClO4) on kt(exo) could be detected, although external return might well intervene as some exo-5,6-dimethylidene-2-norbornyl tosylate (21) was formed upon solvolysis in the presence of KOTs.Acetolysis of (+)-11 yielded completely racemized products, whereas (+)-12 led to incomplete racemization.The buffered acetolysis of exo (3exo-D)-5,6-dimethylidene-2-norbornyl brosylate (24) furnished (3exo-D)-(26: 37.5percent), exo-(7syn-D)-5,6-dimethylidene-2-norbornyl (27: 37.5percent) and methyl acetates (28:25percent).The acetolysis f endo(2exo-D)-5,6-dimethylidene-2-norbornyl brosylate(25) yielded (2endo-D)(29:54percent), exo-(1-D)-5,6-dimethylidene-2-norbornyl (30:36percent) and ,(6-D)-3-methylidene-2-nortricyclyl>methyl acetates (31:10percent).Product analysis and deuterium label distribution was established by a combination of GC.,1H-NMR.,2H-(1H)-NMR. and MS techniques.The results are rationalized by involking anchimerically assisdted ionization of the exo brosylate 11 to symmetrical ion-pairs cyclopropyl carbinyl cation intermediates) which undergo internal (and probably also internal) return.Acetolyses of the endo-brosylate 12 is not anchimetrically assisted and leads initially to non-symmetrical ion pairs.These evolve to symmetrical ion pair intermediates or, to a minor extent, are intercepted by solvent.