ChemicalBook--->CAS DataBase List--->34165-09-8

34165-09-8

34165-09-8 Structure

34165-09-8 Structure
IdentificationBack Directory
[Name]

2-METHYL-3-NITROIMIDAZO[1,2-A]PYRIDINE
[CAS]

34165-09-8
[Synonyms]

2-METHYL-3-NITROIMIDAZO[1,2-A]PYRIDINE
Imidazo[1,2-a]pyridine, 2-methyl-3-nitro-
2-Methyl-3-nitroimidazo[1,2-a]pyridine[N/A]
[Molecular Formula]

C8H7N3O2
[MDL Number]

MFCD09800612
[MOL File]

34165-09-8.mol
[Molecular Weight]

177.16
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
[Appearance]

Off-white to light yellow Solid
Safety DataBack Directory
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

2-METHYL-3-NITROIMIDAZO[1,2-A]PYRIDINE(34165-09-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Methylimidazo[1,2-a]pyridine

934-37-2

2-METHYL-3-NITROIMIDAZO[1,2-A]PYRIDINE

34165-09-8

General procedure for the synthesis of 2-methyl-3-nitroimidazo[1,2-a]pyridine from 2-methylimidazo[1,2-a]pyridine: to a cooled solution of 2-methylimidazo[1,2-a]pyridine (380 mg, 2.88 mmol) in concentrated sulfuric acid (6 mL) was slowly added nitric acid (472 μL, density = 1.38 g/mL) dropwise. The reaction mixture was stirred for 2 h at room temperature and then cooled in an ice bath, followed by slow addition of saturated aqueous Na2CO3 solution adjusted to alkaline. The reaction mixture was extracted with dichloromethane (CH2Cl2) and the organic layer was dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to give 330 mg (1.82 mmol, 65% yield) of 2-methyl-3-nitroimidazo[1,2-a]pyridine as a brown solid.LRMS (m/z): 178 ([M+H]+).

[References]

[1] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 22, p. 7155 - 7164
[2] Patent: EP2848615, 2015, A1. Location in patent: Paragraph 0099
[3] Chemical and Pharmaceutical Bulletin, 2001, vol. 49, # 12, p. 1631 - 1635
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