111097-45-1

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine, 1-acetyl-2,3-dihydro- (9CI)
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine, 1-acetyl-2,3-dihydro- (9CI)
• CAS NO: 111097-45-1
• Molecular Formula: C₉H₁₀N₂O
• Molecular Weight: 162.1885
• Product Categories: ACETYLGROUP
• Mol File: 111097-45-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine, 1-acetyl-2,3-dihydro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine, 1-acetyl-2,3-dihydro- (9CI)(111097-45-1)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine, 1-acetyl-2,3-dihydro- (9CI)(111097-45-1)

Safety Data

• Hazardous Substances Data: 111097-45-1(Hazardous Substances Data)

Usage

Structure

Heterocyclic (pyrrolopyridine derivative)

Appearance

Solid

Melting point

75-80°C (estimated)

Solubility

Slightly soluble in water, soluble in organic solvents (e.g., methanol, DMSO)

Biological activity

Potential therapeutic applications in the treatment of central nervous system disorders, cancer, and viral infections

Synthesis

Valuable intermediate in the synthesis of various pharmacologically active compounds

Use

Commonly used in pharmaceutical research as a building block for the development of new drugs

Safety

Handle with care, as the compound may have potential toxicity or side effects (depending on its specific use and dosage)

Upstream product

• 53277-42-2 1-(1H-pyrrolo[2,3-b]pyridin-1-yl)ethanone 
• 117103-51-2 (3-butynylamino)pyrazine 
• 10592-27-5 7-azaindoline 
• 75-36-5 acetyl chloride 
• 111097-54-2 N-(but-3-yn-1-yl)pyrimidin-2-amine 
• 117103-38-5 (N-acetyl-3-butynylamino)pyrazine 
• 111097-51-9 2-(N-acetyl-3-butynylamino)pyrimidine 

Downstream Products

• 271-63-6 7-Azaindole 

Relevant articles and documents

Pyridine-derived heterocycles as potential photoacylating reagents

We prepared several pyridine-derived heterocycles and investigated their photoacylating properties. Among representatives of 4 families of compounds (1-acetyl-7-azaindole, 1-acetyl-7-azaindoline, 2-acetamindpyridine and 2-amidopyrimidines), the 2-aminopyrimidine derivatives were the most promising candidates. Photoacylation of dodecylamine yields up to 47% were obtained, upon irradiation with UV light at 254 nm.

A designed amide as an aldol donor in the direct catalytic asymmetric aldol reaction

The direct catalytic asymmetric aldol reaction offers efficient access to β-hydroxy carbonyl entities. Described is a robust direct catalytic asymmetric aldol reaction of α-sulfanyl 7-azaindolinylamide, thus affording both aromatic and aliphatic β-hydroxy amides with high ee values. The design of this transformation features a cooperative interplay of a soft and a hard Lewis acid, which together facilitate the challenging chemoselective enolization by a hard Bronsted base.

RING-TRANSFORMATIONS OF PYRIMIDINES BY INTRAMOLECULAR DIELS-ALDER REACTIONS. SYNTHESIS OF ANNELATED PYRIDINES

Pyrimidines carrying an ω-alkyne side-chain -XCH2CH2CCH (X=O,N,S,SO,SO2) at the 2 or 5 position undergo intramolecular inverse electron demand Diels-Alder reactions across the C-2 and C-5 positions; elimination of hydrogen (or alkyl) cyanide from the intermediate adducts leads to condensed pyridines.The influence of the hetero atom (X) in the dienophilic side-chain and that of substituents in the pyrimidine ring on the reactivity is discussed.

NOVEL RING TRANSFORMATIONS OF PYRAZINES BY INTRAMOLECULAR DIELS-ALDER REACTIONS

Pyrazines carrying the ω-alkyne side-chain -XCH2CH2CH, (X = O,N,S,SO,SO2,C(CN)2) undergo on heating an intramolecular Diels-Alder reaction.Pyrazines with the electron donating atom (O,N or S) in the side-chain afford -fused pyridines as main products, whereas (3-butynylsulfinyl)pyrazine and (3-butynylsulfonyl)pyrazine are exclusively converted into -fused pyridines.A -fused pyridine is also the major product in the reaction of 2,5-bis(1,1-dicyano-4-pentynyl)pyrazine.