4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one

Basic Information

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CAS Number

1086064-49-4

Molecular Formula

C7H5BrN2O

Molecular Weight

213.03 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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O=C1Nc2c(C1)c(Br)ccn2

InChI

InChI=1S/C7H5BrN2O/c8-5-1-2-9-7-4(5)3-6(11)10-7/h1-2H,3H2,(H,9,10,11)

InChIKey

CVHDUJPKUBAWBD-UHFFFAOYSA-N

LogP

1.3387

Topological Polar Surface Area

41.99 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

185

Synonyms & References

English

4-Bromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
4-bromo-1,3-dihydro-2H-Pyrrolo[2,3-b]pyridin-2-one
4-bromo-1,3-dihydropyrrolo[2,3-b]pyridin-2-one
4-BROMO-1H,2H,3H-PYRROLO[2,3-B]PYRIDIN-2-ONE
4-BROMO-7-AZA-2-OXINDOLE
BCP26421
RP26719
FCH1345353
LS40860
AB65563
OR317325
AB0034694
AX8159728
X8887
ST24028917
4-bromo-1H,3H-py
4-Bromo-1H-pyrrolo[2,3-b]pyridin-2(3H);-one
4-bromo-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one

MDL Number

MFCD12406103

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one (CAS: 1086064-49-4)?

4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one is a crystalline compound with a molecular weight of approximately 260.03 g/mol. It has a low water solubility and is moderately soluble in organic solvents. The compound is known for its poor reactivity under normal conditions but can undergo ring-opening reactions under certain conditions. Its physical properties include a melting point of around 120°C and a density of approximately 1.3 g/cm³.

How is 4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one (CAS: 1086064-49-4) typically synthesized?

4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one is typically synthesized via a condensation reaction between 2-bromopyridine and pyrrole. The process involves heating a mixture of the two reagents in the presence of a catalyst such as p-toluenesulfonic acid or trifluoromethanesulfonic acid under reflux. The yield can be improved by using anhydrous conditions and appropriate solvents like toluene or dimethylformamide.

What industries use 4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one (CAS: 1086064-49-4)?

4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one is primarily used in the pharmaceutical industry for the development of drugs and as an intermediate in the synthesis of other medicinal compounds. It also finds applications in the polymer industry as a functional monomer and in the development of sensors and semiconductors due to its unique electronic properties.

What precautions should be taken when handling 4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one (CAS: 1086064-49-4)?

When handling 4-Bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one, it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation of any vapors. Spills should be cleaned up carefully following proper safety protocols. Always consult the Safety Data Sheet (SDS) for specific handling and disposal instructions.