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
• Article Data: 8

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

Chemical Properties

5-METHYL-1H-PYRROLO[2,3-B]PYRIDINE is Light yellow solid

Uses

5-METHYL-1H-PYRROLO[2,3-B]PYRIDINE is an intermediate for preparation of pyrrolopyridine compounds as protein kinase modulators useful in treatment of diseases associated with aberrant activity of protein kinases.

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

Upstream product

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

Downstream Products

• 1138443-83-0 3-iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine 
• 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 
• 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.

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.

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.