Ethyl 6-aminopicolinate synthesis
- Product Name:Ethyl 6-aminopicolinate
- CAS Number:69142-64-9
- Molecular formula:C8H10N2O2
- Molecular Weight:166.18
23628-31-1
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$6.00/1g
64-17-5
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$10.00/50g
69142-64-9
90 suppliers
$8.00/100mg
Yield: 76%
Reaction Conditions:
Stage #1:6-aminopicolinic acid;ethanol with thionyl chloride at 0;Reflux;
Stage #2: with sodium carbonate in water; pH=9
Steps:
26.1
To a solution of 2-amino-6-pyridinecarboxylic acid (90; 6.0 g, 43.5 mmol) in ethanol (150 mL) was added SOCl2 (12.0 g, 101 mmol) at 0 0C. The resulting reaction mixture was stirred under reflux for 12 h. Upon cooling to room temperature, the reaction mixture was concentrated under reduced pressure. Enough saturated aqueous Na2CO3 solution was added to adjust the pH = 9. The mixture was concentrated under reduced pressure and dichloromethane (150 mL) was added to the resulting residue. The mixture was stirred vigorously at room temperature for 30 min and then filtered. The filtrate was concentrated under reduced pressure to afford ethyl 6-aminopicolinate 91 (5.5 g, 76%).
References:
SIRTRIS PHARMACEUTICALS, INC.;VU, Chi, B.;DISCH, Jeremy, S.;NG, Pui, Yee;BLUM, Charles, A.;PERNI, Robert, B. WO2010/3048, 2010, A1 Location in patent:Page/Page column 107
23628-31-1
255 suppliers
$6.00/1g
69142-64-9
90 suppliers
$8.00/100mg
1824-81-3
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69142-64-9
90 suppliers
$8.00/100mg
64-17-5
758 suppliers
$10.00/50g
258497-21-1
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$501.00/5g
69142-64-9
90 suppliers
$8.00/100mg
26893-72-1
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$75.00/500 mg
64-17-5
758 suppliers
$10.00/50g
69142-64-9
90 suppliers
$8.00/100mg