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2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI)

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2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI) Basic information
Product Name:2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI)
Synonyms:2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI);2-Cyano-6-isopropylpyridine;6-(propan-2-yl)pyridine-2-carbonitrile;6-Isopropylpicolinonitrile;6-(1-methylethyl)-2-Pyridinecarbonitrile;6-Isopropylpyridine-2-carbonitrile;2-Pyridinecarbonitrile, 6-(1-methylethyl)-
CAS:337904-76-4
MF:C9H10N2
MW:146.19
EINECS:
Product Categories:PYRIDINE
Mol File:337904-76-4.mol
2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI) Structure
2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI) Chemical Properties
Boiling point 226.6±28.0 °C(Predicted)
density 1.02±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka0.29±0.10(Predicted)
AppearanceColorless to light yellow Liquid
Safety Information
HS Code 2933399990
MSDS Information
2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI) Usage And Synthesis
Synthesis
Pyridine, 2-(1-methylethyl)-, 1-oxide

65257-53-6

Trimethylsilyl cyanide

7677-24-9

2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI)

337904-76-4

1B: General procedure for the synthesis of 2-cyano-6-isopropylpyridine (105). A mixture of 2-isopropylpyridine-N-oxide (104, 1.33 g, 9.7 mmol) with trimethylcyanosilane (TMS-CN, 1.42 mL, 1.06 g, 11.0 mmol) in 1,2-dichloroethane (40 mL) was stirred at room temperature for 5 min. Subsequently, diethylcarbamoyl chloride (Et2NCOCl, 1.23 mL, 9.7 mmol) was added and stirring was continued at room temperature under inert atmosphere. After 2 days of reaction, 10% aqueous potassium carbonate solution was added and stirring was continued for 10 min. The organic layer was separated and the aqueous layer was extracted twice with 1,2-dichloroethane. The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate, 3:1) to afford 6-isopropylpyridinecarbonitrile 1.06 g (74% yield): m/z = 147 (M + H)+.

References[1] Patent: WO2007/14926, 2007, A1. Location in patent: Page/Page column 108
[2] European Journal of Inorganic Chemistry, 2006, # 2, p. 366 - 379
[3] Bioorganic and Medicinal Chemistry Letters, 1998, vol. 8, # 5, p. 453 - 458
2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI) Preparation Products And Raw materials
Raw materialsPyridine, 2-(1-methylethyl)-, 1-oxide-->Trimethylsilyl cyanide-->1,2-Dichloroethane-->Diethylcarbamyl chloride
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