Methyl 2-aminonicotinate synthesis
- Product Name:Methyl 2-aminonicotinate
- CAS Number:14667-47-1
- Molecular formula:C7H8N2O2
- Molecular Weight:152.15
Yield:14667-47-1 93%
Reaction Conditions:
with sulfuric acid at 0 - 60; under 760.051 Torr; for 1.5 h;Inert atmosphere;Microwave irradiation;
Steps:
Methyl 2-aminonicotinate (21)
Concentrated sulfuric acid (96%, 144 mL, 2.69 mol, 18.6 equiv) was added dropwise to a stirred suspension of 5 (20.0 g, 0.145 mol) in MeOH (228 mL, 7.12 mol, 49.2 equiv) maintained at 0 C. The mixture was irradiated at atmospheric pressure under microwaves (power input 300 W) at 60 C for 1.5 h. The light brown mixture was poured onto iced water, maintained at 0 C and carefully quenched by adding solid Na2CO3 portionwise until complete neutralization (pH>8). The aqueous layer was extracted three times with AcOEt. The combined organic layers were washed with brine and water and dried over MgSO4. Evaporation of the organic layer yielded the title compound 21 in analytically pure form (21.15 g, 93%) as colourless needles
References:
Hédou, Damien;Deau, Emmanuel;Harari, Marine;Sanselme, Morgane;Fruit, Corinne;Besson, Thierry [Tetrahedron,2014,vol. 70,# 35,p. 5541 - 5549]
1462-86-8
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18107-18-1
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14667-47-1
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5345-47-1
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$9.00/1g
18107-18-1
212 suppliers
$33.00/5g
14667-47-1
215 suppliers
$6.00/1g
5345-47-1
392 suppliers
$9.00/1g
37091-73-9
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14667-47-1
215 suppliers
$6.00/1g