4-Aminopyridine-2-carboxylic acid synthesis
- Product Name:4-Aminopyridine-2-carboxylic acid
- CAS Number:100047-36-7
- Molecular formula:C6H6N2O2
- Molecular Weight:138.12
1918-02-1
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$14.14/1gm:
100047-36-7
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$18.00/250mg
Yield:100047-36-7 99%
Reaction Conditions:
Stage #1:picloram with hydrogen;lithium hydroxide;palladium 10% on activated carbon in water at 40 - 70; under 2327.23 Torr; for 16 h;
Stage #2: with hydrogenchloride in water; pH=3
Steps:
38.38A
Intermediate 38A 4-aminopicolinic acid A thick suspension of Picloram (8g, 33 mmol) and 10% Pd / C (1.2g) in a 10% LiOH aqueous solution (44 mL) was purged with hydrogen gas twice then stirred under a hydrogen atmosphere (45 PSI) at 40°C for 4 hours. The mixture was then heated to 70°C for 12 hours. The cooled suspension was filtered on Celite. The filtrate was made acidic (pH = 3) with concentrated HCI (app. 3.5 mL) at wich point a precipitate formed. The solid was filtered off and dried under Hi-Vac overnight to afford the title compound as a beige solid (4.6g, 99%). LCMS m/z 139.1 (M + H)+, ret. time= 0.21 min.
References:
UNIVERSITÉ DE MONTRÉAL;RUEL, Réjean;CHANTIGNY, Yves;MARINIER, Anne;RENÉ, Patricia;BOUVIER, Michel WO2012/3576, 2012, A1 Location in patent:Page/Page column 96
14933-78-9
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18437-58-6
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100047-36-7
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84487-16-1
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100047-36-7
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18085-47-7
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100047-36-7
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