ChemicalBook CAS DataBase List (2-AMINO-PYRIDIN-4-YL)-METHANOL

(2-AMINO-PYRIDIN-4-YL)-METHANOL synthesis

10synthesis methods

Product Name:(2-AMINO-PYRIDIN-4-YL)-METHANOL
CAS Number:105250-17-7
Molecular formula:C6H8N2O
Molecular Weight:124.14

6937-03-7 Synthesis

6937-03-7
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105250-17-7
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$7.00/250mg

Yield:105250-17-7 73%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran for 3 h;Reflux;

Steps:

(2-Aminopyridin-4-yl)methanol (1).
26 g of lithiumaluminum hydride was dissolved in 800 mL ofanhydrous THF. A solution of 103 g of methyl ether of2-aminoisonicotinate in 600 mL of anhydrous THFwas added at stirring and the formed slurry was boiledfor 3 h. After cooling water was carefully added, theprecipitate was filtered off and washed with 300 mL ofTHF. The combined filtrates were evaporated, theresidue was crystallized from benzene. Yield 61 g(73%), mp 80-81.5°. 1H NMR spectrum (DMSO-d6),δ, ppm: 4.36 s (2), 5.19 s (1), 5.78 s (2), 6.40 d(1), 6.46 s (1), 7.81 d (1). 13 NMR spectrum(DMSO-d6), δ, ppm: 62.3, 105.2, 110.3, 147.7, 152.7,160.3. Found, %: 57.63; 6.32; N 22.68. C6H8N2O.Calculated, %: C 58.05; H 6.4; N 22.56.

References:

Lifshits;Ostapchuk;Brel [Russian Journal of Organic Chemistry,2015,vol. 51,# 5,p. 744 - 745][Zh. Org. Khim.,2015,vol. 51,# 5,p. 759 - 760,2]

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