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2-Bromo-5-fluoropyrazine

2-Bromo-5-fluoropyrazine structure

CAS No:
1209459-10-8
Formula:
C4H2BrFN2
Chemical Name:
2-Bromo-5-fluoropyrazine
Synonyms:
2-bromo-5-fluoropyrazine;SCHEMBL14826040;CTK8E3818;5-BROMO-2-FLUOROPYRAZINE;DTXSID00735042;KS-00000SB5;MFCD14702726;ZINC72193264;AKOS015946533;CM10435
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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2-Bromo-5-fluoropyrazine Basic Attributes

Molecular Weight：

176.9744832

Exact Mass：

175.939

DSSTox ID：

DTXSID00735042

Characteristics

PSA：

25.8

XLogP3：

1.2

Density：

1.838

Boiling Point：

176℃

Flash Point：

60℃

Safety Information

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Danger|H227 (50%): Combustible liquid [Warning Flammable liquids]|P210, P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Bromo-5-fluoropyrazine Use and Manufacturing

4.2 g (24 mmol) of the product from Part B was dissolved in pyridine (25 mL) and cooled to 0° C. in an ice bath. Triflic anhydride (Aldrich, 8.12 g, 28.8 mmol) was added in several portions over approximately 5 min. The mixture was allowed to mix, stoppered with a syringe needle vent in an ice bath for approximately 30 min, and then stoppered overnight at ambient temperature. The reaction mixture with diethyl ether (300 mL) and aqueous 1N HCl (500 mL). Separated layers and back-extracted the aqueous layer with diethyl ether (200 mL). The combined organic extracts were washed with saturated aqueous NaHCO3 (2'100 mL ) and saturated aqueous NaCll (200 mL). The organic layers were dried over MgSO4, filtered, and concentrated in vacuo to an oil that was purified by chromatography (silica, ethyl acetate/hexanes) to produce 5.55 g (75percent) of the desired product. 1H NMR confirmed the structure of the product.

Computed Properties

Molecular Weight:176.97
XLogP3:1.2
Hydrogen Bond Acceptor Count:3
Exact Mass:175.93854
Monoisotopic Mass:175.93854
Topological Polar Surface Area:25.8
Heavy Atom Count:8
Complexity:80.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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