824-52-2

Basic information

• Product Name: 5-METHYL-1H-PYRROLO[2,3-B]PYRIDINE
• Synonyms: 5-METHYL-7-AZAINDOLE;5-METHYL-1H-PYRROLO[2,3-B]PYRIDINE;1H-Pyrrolo[2,3-b]pyridine, 5-methyl-
• CAS NO: 824-52-2
• Molecular Formula: C₈H₈N₂
• Molecular Weight: 132.16
• Product Categories: Heterocycles series;Aromatics;Heterocycles;Heterocycle-Pyridine series
• Mol File: 824-52-2.mol

Chemical Properties

• Melting Point: 138-139 °C
• Boiling Point: 365.4±15.0 °C(Predicted)
• Appearance: /
• Density: 1.186 g/cm³
• Refractive Index: 1.666
• Storage Temp.: 2-8°C
• PKA: 7.94±0.20(Predicted)
• CAS DataBase Reference: 5-METHYL-1H-PYRROLO[2,3-B]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-1H-PYRROLO[2,3-B]PYRIDINE(824-52-2)
• EPA Substance Registry System: 5-METHYL-1H-PYRROLO[2,3-B]PYRIDINE(824-52-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-38-41
• Safety Statements: 26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 824-52-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-METHYL-1H-PYRROLO[2,3-B]PYRIDINE is used as a chemical intermediate for the preparation of pyrrolopyridine compounds. These compounds act as protein kinase modulators, which are beneficial in the treatment of diseases associated with aberrant activity of protein kinases. By intervening in the protein kinase pathways, these pyrrolopyridine compounds can potentially regulate cellular processes and provide therapeutic effects for various conditions.

InChI:InChI=1/C8H8N2/c1-6-4-7-2-3-9-8(7)10-5-6/h2-5H,1H3,(H,9,10)

Upstream product

• 211308-79-1 2-amino-3-iodo-5-methylpyridine 
• 17282-00-7 3-bromo-5-methylpyridin-2-amine 
• 1603-41-4 (5-methyl-pyridin-2-yl)amine 
• 500903-95-7 5-methyl-3-[2-(trimethylsilyl)ethynyl]pyridin-2-ylamine 
• 918523-66-7 5-methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine 
• 863479-77-0 2-amino-5-methyl-3-ethynylpyridine 

Downstream Products

• 1254562-29-2 N-[2,4-difluoro-3-(5-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-phenyl]-3-fluoro-benzenesulfonamide 
• 1217249-60-9 (3-amino-2,6-difluoro-phenyl)-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone 
• 1138443-83-0 3-iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine 
• 1254567-31-1 (2,6-difluoro-3-nitro-phenyl)-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone 
• 1190321-17-5 5-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde 

Relevant articles and documents

Synthesizing method of (E)-5-methyl-1H-pyrrolo-[2,3-b] pyridine-3-formaldoxime

The invention relates to a synthesizing method of (E)-5-methyl-1H-pyrrolo-[2,3-b] pyridine-3-formaldoxime, which solves the technical problem that an effective synthesizing method is not discovered at present. The synthesizing method provided by the invention comprises the following steps: brominating 2-amino-5-picoline, so as to obtain a compound 1; performing a reaction on the compound 1 and trimethylsilylacetylene under a condition of a Sonogashira coupling reaction, so as to generate a compound 2; performing a reaction on the compound 2 and sodium hydride to form a pyrrole ring, so as to generate a compound 3; performing a reaction on the compound 3 and urotropine, so as to generate a compound 4; performing the compound 4, hydroxylamine hydrochloride and sodium acetate, so as to obtain the target product (E)-5-methyl-1H-pyrrolo-[2,3-b] pyridine-3-formaldoxime. As a sodium acetate, the (E)-5-methyl-1H-pyrrolo-[2,3-b] pyridine-3-formaldoxime is widely applied in the pharmaceutical industry.

PYRIMIDINE AND PYRIDINE DERIVATIVES AND USE IN TREATMENT, AMELIORATION OR PREVENTION OF INFLUENZA THEREOF

Provided herein is a compound of formula (I), optionally in the form of a pharmaceutically acceptable salt, solvate, polymorph, prodrug, codrug, cocrystal, tautomer, racemate, enantiomer, or diastereomer or mixture thereof, which is useful in treating, ameliorating or preventing influenza.

Microwave-assisted synthesis of indole- and azaindole-derivatives in water via cycloisomerization of 2-alkynylanilines and alkynylpyridinamines promoted by amines or catalytic amounts of neutral or basic salts

An efficient methodology is described and exploited for the preparation of differently substituted indoles and azaindoles via microwave-assisted cycloisomerization in water of 2-alkynylanilines and alkynylpyridinamines, which is promoted by catalytic amounts of neutral or basic salts or by stoichiometric weak organic bases. Good to high yields in the cyclization can be achieved for a variety of 2-amino(hetero)aryl alkynes. Reactions are run without any added metal catalyst. A comparison with the cycloisomerization conducted under conventional heating is also described. An efficient methodology is described for the preparation of differently substituted 1H-indoles and 1H-azaindoles via microwave-assisted cycloisomerization in water of 2-alkynylanilines and alkynylpyridinamines, promoted by catalytic amounts of neutral or basic salts or by weak organic bases.

NEW IMIDAZOLONE DERIVATIVES, PREPARATION THEREOF AS DRUGS, PHARMACEUTICAL COMPOSITIONS, AND USE THEREOF AS PROTEIN KINASE INHIBITORS, IN PARTICULAR CDC7

The present invention relates to imidazolone derivatives of formula (I) to methods of preparing such derivatives, intermediates thereto, pharmaceutical compositions comprising such derivatives, and methods of inhibiting protein kinase, and methods of treatment comprising administration of such derivatives.

SELECTIVE AZOLE PDE10A INHIBITOR COMPOUNDS

The invention pertains to heteroaromatic compounds of the formula I, as defined herein, that serve as effective phosphodiesterase (PDE) inhibitors. In particular, the invention relates to said compounds which are selective inhibitors of PDE10. The invention also relates to pharmaceutical compositions comprising said compounds; and the use of said compounds in a method for treating certain central nervous system (CNS) or other disorders.

COMPOUNDS AND METHODS FOR KINASE MODULATION, AND INDICATIONS THEREFOR

Compounds active on protein kinases are described, as well as methods of using such compounds to treat diseases and conditions associated with aberrant activity of protein kinases.

PYRROLO[2,3-B] PYRIDINE DERIVATIVES AS PROTEIN KINASE INHIBITORS

Compounds of formula III which are active on protein kinases are described, as well as methods of using such compounds to treat diseases and conditions associated with aberrant activity of protein kinases.