| Identification | More | [Name]
(2-AMINO-PYRIDIN-4-YL)-METHANOL | [CAS]
105250-17-7 | [Synonyms]
2-AMINO-4-PYRIDINEMETHANOL
(2-AMINO-PYRIDIN-4-YL)-METHANOL
2-AMINOPYRIDINE-4-METHANOL
2-Amino-4-hydroxymethylpyridine
4-Pyridinemethanol,2-amino-(9CI) | [EINECS(EC#)]
641-277-3 | [Molecular Formula]
C6H8N2O | [MDL Number]
MFCD03791261 | [Molecular Weight]
124.14 | [MOL File]
105250-17-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow Cryst | [Melting point ]
43-44°C | [Boiling point ]
329.5±27.0 °C(Predicted) | [density ]
1.257±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
Crystalline Powder | [pka]
13.37±0.10(Predicted) | [color ]
White to yellow | [Water Solubility ]
Soluble in water. | [Sensitive ]
Air Sensitive | [BRN ]
8760550 | [InChI]
InChI=1S/C6H8N2O/c7-6-3-5(4-9)1-2-8-6/h1-3,9H,4H2,(H2,7,8) | [InChIKey]
ZRJJXXDQIQFZBW-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=CC(CO)=C1 | [CAS DataBase Reference]
105250-17-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
2933399990 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow Cryst | [Uses]
2-Aminopyridine-4-methanol is used as pharmaceutical intermediate. | [Synthesis Reference(s)]
Journal of Medicinal Chemistry, 44, p. 78, 2001 DOI: 10.1021/jm001034k | [Synthesis]
General procedure for the synthesis of 2-amino-4-pyridinemethanol from methyl 2-aminoisonicotinate: 26 g of lithium aluminum hydride was dissolved in 800 mL of anhydrous tetrahydrofuran (THF). Under stirring conditions, 103 g of 2-aminoisonicotinic acid methyl ester dissolved in 600 mL of anhydrous THF was slowly added, and the resulting slurry was heated to reflux for 3 hours. Upon completion of the reaction, the reaction was quenched by careful addition of cooling water, and the precipitate was collected by filtration and washed with 300 mL of THF. The filtrates were combined and concentrated under reduced pressure and the residue was recrystallized from benzene. The product was obtained as 61 g in 73% yield with a melting point of 80-81.5°C. The product was analyzed by 1H NMR (DMSO-d6, δ, ppm): 4.36 (s, 2H), 5.19 (s, 1H), 5.78 (s, 2H), 6.40 (d, 1H), 6.46 (s, 1H), 7.81 (d, 1H).13C NMR (DMSO- d6, δ, ppm): 62.3, 105.2, 110.3, 147.7, 152.7, 160.3. Elemental analysis results (%): C 57.63, H 6.32, N 22.68; theoretical values (C6H8N2O): C 58.05, H 6.40, N 22.56. | [References]
[1] Russian Journal of Organic Chemistry, 2015, vol. 51, # 5, p. 744 - 745
[2] Zh. Org. Khim., 2015, vol. 51, # 5, p. 759 - 760,2
[3] Patent: EP3018125, 2016, A1. Location in patent: Paragraph 0515-0516; 0519-0520
[4] Patent: US2003/100567, 2003, A1
[5] Patent: US2002/147203, 2002, A1 |
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