56423-63-3

Basic information

• Product Name: 2-Bromopyrazine
• Synonyms: 2-BROMOPYRAZINE;Pyrazine, bromo- (9CI);2-BROMOPYRAZINE, 95+%;2-Bromo-1,4-diazine;Bromopyrazine
• CAS NO: 56423-63-3
• Molecular Formula: C₄H₃BrN₂
• Molecular Weight: 158.98
• Product Categories: HALIDE;API intermediates;Pyrazines;Heterocycle-other series
• Mol File: 56423-63-3.mol

Chemical Properties

• Boiling Point: 61°C/10mmHg(lit.)
• Flash Point: 92℃
• Appearance: /
• Density: 1.757 g/mL at 25 °C
• Vapor Pressure: 1.08mmHg at 25°C
• Refractive Index: n20/D1.580
• Storage Temp.: ?20°C
• PKA: -1.15±0.10(Predicted)
• CAS DataBase Reference: 2-Bromopyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromopyrazine(56423-63-3)
• EPA Substance Registry System: 2-Bromopyrazine(56423-63-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41-37/38
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 56423-63-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-Bromopyrazine is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals for its ability to contribute to the development of new therapeutic agents and crop protection products.
Used in Organic Chemistry Research:
As a versatile building block, 2-Bromopyrazine is used in the preparation of heterocyclic compounds, which are essential in advancing the field of organic chemistry and discovering novel chemical entities with potential applications.
Used in Flavor and Fragrance Industry:
2-Bromopyrazine is used as a flavor and fragrance ingredient due to its distinctive odor, adding unique scents to various consumer products in this industry.

InChI:InChI=1/C4H3BrN2/c5-4-3-6-1-2-7-4/h1-3H

Upstream product

• 6270-63-9 pyrazin-2(1H)-one 
• 30882-41-8 pyrazine hydrochloride 
• 6270-63-9 pyrazin-2-ol 
• 290-37-9 1,4-pyrazine 
• 7732-18-5 water 
• 7726-95-6 bromine 
• 14508-49-7 2-chloropyrazin 

Downstream Products

• 95538-03-7 2,3-dibromopyrazine 
• 23229-25-6 2,6-dibromopyrazine 
• 23229-26-7 2-5-dibromopyrazine 
• 56421-72-8 2-(thiophen-2-yl)pyrazine 
• 93844-98-5 2-(pyridin-4-yl)pyrazine 
• 29460-97-7 2-phenylpyrazine 
• 1400287-53-7 2-chloro-4-(pyrazin-2-yl)aniline 
• 1418287-16-7 5-(pyrazin-2-yl)-1-(2-[4-(trifluoromethoxy)phenoxy]ethyl)-1H-indole-2-carboxylic acid 
• 1409944-06-4 (R)-N-((1S,2S)-1-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5-enyl)-2-methylpropane-2-sulfinamide 
• 1401732-25-9 1-(4-methoxybenzyl)-3-methyl-5-(pyrazin-2-yl)-1H-pyrazolo[3,4-b]pyridine 
• 1355019-46-3 4-chloro-2,3-dimethyl-6-(pyrazin-2-yl)pyridine 1-oxide 
• 1332634-96-4 5-(4-chlorophenyl)-3-(isopropylimino)-N-pyrazin-2-yl-3,5-dihydrophenazin-2-amine 
• 1296644-85-3 C₂₃H₁₉ClFN₅ 
• 1296644-89-7 C₂₃H₁₈Cl₂FN₅ 

Relevant articles and documents

Synthesis and Characterization of 2-(2-Pyridinyl)pyrazine and 2,2′-Bipyrazine Derivatives

A convenient and high yield preparation of derivatives of 2-(2-pyridinyl)pyrazine and derivatives of 2,2′-bipyrazine compounds from their derivatives of bromopyrazine using Stille coupling is reported. X-ray structures, elemental analyses, 1H, 13C-NMR, and mass spectral data of the compounds are given.

CONDENSED-CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DIODE INCLUDING THE CONDENSED-CYCLIC COMPOUND

A condensed-cyclic compound and an organic light-emitting diode including the condensed-cyclic compound.

Metalation of bromodiazines. Diazines XL

The syntheses of 2-bromopyrazine, 2,4-dibromopyrimidines, and 3-bromo-6-phenylpyrazine were improved and their metalation with lithium alkylamides was studied.

SUBSTITUTED ARYLPYRAZINES

Arylpyrazine compounds are provided, including arylpyrazines that can bind with high affinity and high selectivity to CRF1 receptors, including human CRF1 receptors. The invention thus includes methods for treatment of disorders and diseases associated with CRF1 receptors, including CNS-related disorders and diseases, particularly affective disorders and diseases, and acute and chronic neurological disorders and diseases.

Heteroaromatic thioether-boronic acid cross-coupling under neutral reaction conditions.

[reaction: see text] Pi-deficient heteroaromatic thioethers undergo efficient palladium-catalyzed cross-coupling with boronic acids mediated by copper(I) thiophene-2-carboxylate.

Silyl-mediated halogen/halogen displacement in pyridines and other heterocycles

Heating with bromotrimethylsilane converts 2-chloropyridine into 2-bromopyridine and 2-chloro-6-methylpyridine into 2-bromo-6-methylpyridine. Both 2-chloropyridines and 2-bromopyridines give the corresponding iodo compound when treated with in situ generated iodotrimethylsilane. Although 3- and 4-chloropyridine are completely inert, 2,4-dichloropyridine undergoes the halogen/halogen exchange simultaneously at the 2- and 4-position. Halogen displacement takes place exclusively at the 2-position with 2,3-dichloropyridine and 2,5-dichloropyridine. In agreement with the intermediacy of N-trimethylsilylpyridinium salts as a prerequisite for the occurrence of halogen exchange, neither 2-fluoropyridine and 2-fluoro-6-methylpyridine nor any 2,6-dihalopyridine reacts. Finally, bromine/chlorine and iodine/chlorine substitution can also be accomplished with 2-or 4-chloroquinoline, 1-chloroisoquinoline, 2-chloropyrimidine, chloropyrazine and 2,3-dichloroquinoxaline as substrates. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2002).

Studies on 15N NMR Spectroscopy. Substituent Effects in Mono-substituted Pyrazines

Chemical shifts δ(15N) and coupling constants 2J(15N, 1H) have been determined for 14 mono-substituted pyrazines.Substituent effects and relations to the chemical shift of 13C resonances are discussed.