3-Amino-6-cyanopyridine synthesis
- Product Name:3-Amino-6-cyanopyridine
- CAS Number:55338-73-3
- Molecular formula:C6H5N3
- Molecular Weight:119.12
100367-55-3
55338-73-3
The general procedure for the synthesis of 3-amino-6-cyanopyridine from 2-cyano-5-nitropyridine was as follows: to a solution of 5-nitropyridine-2-carbonitrile (7.0 g, 46.9 mmol) in methanol (150 mL) was added 10% palladium carbon catalyst (2.0 g) and ammonium carbamate (7.0 g, 115 mmol). The reaction mixture was heated under reflux conditions for 16 hours. Upon completion of the reaction, the mixture was filtered to remove the catalyst and the filtrate was concentrated under reduced pressure. The concentrated residue was dissolved in water (150 mL) and subsequently extracted with ethyl acetate (150 mL × 3). The organic layers were combined, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to give 5.1 g of 5-aminopyridine-2-carbonitrile in 91.3% yield.
100367-55-3
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55338-73-3
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Yield:55338-73-3 91.3%
Reaction Conditions:
with carbamic Acid;palladium 10% on activated carbon in methanol for 16 h;Reflux;
Steps:
1.2 Step 2: Preparation of 5-aminopyridine-2-carbonitrile
To a solution of 5-nitropyridine-2-carbonitrile (7.0 g, 46.9 mmol) in methanol (150 mL) was added 10% palladium on carbon (2.0 g) and carbamic acid (7.0 g, 115 mmol). After being heated under reflux for 16 hours, the resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in water (150 mL) and the resulting mixture was extracted with ethyl acetate (150 mL x 3). The organic layer was dried over sodium sulfate and concentrated in vacuo to afford 5.1 g of 5-aminopyridine-2-carbonitrile (yield was 9 1.3%).
References:
F. HOFFMANN-LA ROCHE AG;HOFFMANN-LA ROCHE INC.;WANG, Lisha;YUN, Hongying;ZHANG, Weixing;ZHENG, Xiufang WO2015/22301, 2015, A1 Location in patent:Page/Page column 28
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55338-73-3
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5418-51-9
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55338-73-3
208 suppliers
$26.00/100mg