115170-40-6

Basic information

• Product Name: 5-BROMO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE
• Synonyms: 5-BROMO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE;5-BROMO-2,3-DIHYDRO-7-AZAINDOLE;BROMO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE;3-dihydro-1H-pyrrolo[2;5-broMo-2;5-broMo-1H,2H,3H-pyrrolo[2,3-b]pyridine;5-Bromo-7-azaindoline;1H-Pyrrolo[2,3-b]pyridine, 5-bromo-2,3-dihydro-
• CAS NO: 115170-40-6
• Molecular Formula: C7H7BrN2
• Molecular Weight: 199.05
• EINECS: 1312995-182-4
• Product Categories: Amines and Anilines;Heterocycles;CHIRAL CHEMICALS;Non-Chiral heterocyclic compounds;Heterocycle-Pyridine series
• Mol File: 115170-40-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: 186-191 (Decomposition)
• Boiling Point: 301.277 °C at 760 mmHg
• Flash Point: 136℃
• Appearance: /
• Density: 1.606
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 9.31±0.20(Predicted)
• CAS DataBase Reference: 5-BROMO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE(115170-40-6)
• EPA Substance Registry System: 5-BROMO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE(115170-40-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 115170-40-6(Hazardous Substances Data)

Usage

Uses

5-Bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine is a useful intermediate for organic synthesis.

InChI:InChI=1/C7H7BrN2/c8-6-3-5-1-2-9-7(5)10-4-6/h3-4H,1-2H2,(H,9,10)

Upstream product

• 271-63-6 7-Azaindole 
• 110167-08-3 3-(3-butynyl-1-amino)-1,2,4-triazine 
• 10592-27-5 7-azaindoline 

Downstream Products

• 267413-07-0 3,4-dihydro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile 
• 1187421-56-2 5-Bromo-2,3-dihydro-1-methylpyrrolo[2,3-b]pyridine 

Relevant articles and documents

Histone deacetylase inhibitors and its preparation method and use thereof

The invention discloses a histone deacetylase inhibitor and its preparation method and use, the invention discloses a compound of the formula I as shown, or its crystalline form, or its pharmaceutically acceptable salt, or solvate thereof, or prodrug thereof, or its metabolic product. The invention of the formula I illustrated new compound, has shown good deacetylase inhibition activity, with the histone deacetylase for clinical treatment of diseases associated with abnormal activity of a new pharmaceutical may be.

Synthesis method of 5-bromo-7-azaindole

The invention discloses a synthesis method of 5-bromo-7-azaindole. With 7-azaindole as the raw material, hydrogenation reduction, bromination and dehydrogenation are conducted, a platinum-carbon catalyst is added for catalyzing 7-azaindole to conduct hydrogenation to prepare dihydro-7-azaindole, catalysis efficiency is improved, and reaction energy consumption and reaction time are decreased; 5-bromo-7-azaindoline is synthesized by adding sodium bromide for catalysis, a mixture of chromic oxide, zinc oxide and magnesium oxide is added for substituting manganese dioxide for catalytic dehydrogenation reaction, reaction time can be effectively shortened, and reaction yield is increased. By means of the method, reaction efficiency can be effectively improved, reaction time is shortened, the total reaction yield is increased, process waste liquid and waste slag are reduced, industrial popularization is facilitated, and extremely high economic benefits are achieved.

Production process of 5-bromo-7-azaindole

The invention relates to a production process of 5-bromo-7-azaindole. The production process includes following steps: (1), using 7-azaindole as a raw material, and enabling 7-azaindole to be in catalytic hydrogenation under action of a catalyst-palladium loaded mesoporous carbon to generate dihydro-7-azaindole; (2), enabling dihydro-7-azaindole to be in bromination reaction under action of hydrogen bromide and hydrogen peroxide to generate dihydro-5-bromo-7-azaindole, where a feeding molar ratio of dihydro-7-azaindole, hydrogen bromide and hydrogen peroxide is 1:10-30:1-2, and temperature for bromination reaction is 20-30 DEG C; (3), enabling dihydro-5-bromo-7-azaindole to be in oxidative dehydrogenation under action of manganese dioxide/glacial acetic acid to generate 5-bromo-7-azaindole. The production process has the advantages of high reaction yield and low cost.