3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile | CAS No. 956485-59-9

3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile

Basic Information

CAS Number

956485-59-9

Molecular Formula

C8H4IN3

Molecular Weight

269.04 g/mol

AD

Basic Physical Properties

C1=CN=C2C(=C1C#N)C(=CN2)I

InChI

InChI=1S/C8H4IN3/c9-6-4-12-8-7(6)5(3-10)1-2-11-8/h1-2,4H,(H,11,12)

InChIKey

ISSYSBAEUNYLCG-UHFFFAOYSA-N

LogP

2.03918

Complexity

222

Safety Information

View Safety Information

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral
H318 Causes serious eye damage
Serious eye damage/eye irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

  • SB14391
  • CS-0082397
  • 956485-59-9
  • 3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile
  • DTXSID20640149
  • SCHEMBL19779567
  • FT-0678347
  • 3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile, AldrichCPR
  • A845363
  • D74462
  • MFCD09763667
  • AKOS015853746
  • 4-Cyano-3-iodo-7-azaindole
  • 3-iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile

MDL Number

MFCD09763667

FAQ

What are the physical and chemical properties of 3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile (CAS: 956485-59-9)?

3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile is a crystalline solid with a molecular weight of approximately 275.01 g/mol. It has low solubility in water but is more soluble in organic solvents like dimethyl sulfoxide (DMSO) and acetonitrile. Chemically, it is relatively stable but reactive towards nucleophiles and reducing agents.

How is 3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile (CAS: 956485-59-9) typically synthesized?

3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile is usually synthesized via the reaction of 1H-pyrrolo[2,3-b]pyridine-4-carbonitrile with iodine in the presence of a Lewis acid catalyst, such as aluminum chloride (AlCl₃). The yield is typically around 70-80%, with good regioselectivity.

What industries use 3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile (CAS: 956485-59-9)?

3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile is primarily used in pharmaceuticals for its potential as a drug candidate. It also finds use in the synthesis of other organic compounds and as a reagent in academic research, particularly in the field of organometallic chemistry and medicinal chemistry.

What precautions should be taken when handling 3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile (CAS: 956485-59-9)?

When handling 3-Iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile, use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Store it in a fume hood to avoid inhalation. In case of a spill, use appropriate containment and clean up procedures as outlined in the Safety Data Sheet (SDS).

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