Identification | More | [Name]
(2-Aminopyridin-3-yl)methanol | [CAS]
23612-57-9 | [Synonyms]
(2-AMINO-3-PYRIDINYL)METHANOL (2-AMINO-PYRIDIN-3-YL)-METHANOL 2-AMINOPYRIDINE-3-METHANOL RARECHEM AL BD 1234 (2-aminopyridine-3-yl)methanol 2-Amino-3-(hydroxymethyl)pyridine 4-(AMINOPYRIDINE-3-YL) METHANOL (2-AMINO-PYRIDIN-3-YL)-METHANOL 2-Amino-3-pyridinemethanol 2-Amino-3-pyridylmethanol 3-(Hydroxymethyl)-2-pyridinamine 2-(Aminopyridine-3-yl) 2-Amino-3-(hydroxymethyl)pyrid 2-Amino-3-Hydroxymethyl (2-Amino-pyridin-3-yl)-methanol ,97% | [EINECS(EC#)]
640-243-5 | [Molecular Formula]
C6H8N2O | [MDL Number]
MFCD05663510 | [Molecular Weight]
124.14 | [MOL File]
23612-57-9.mol |
Chemical Properties | Back Directory | [Appearance]
Light yellow Cryst | [Melting point ]
66-68°C | [Boiling point ]
320.7±27.0 °C(Predicted) | [density ]
1.257±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
Powder | [pka]
13.54±0.10(Predicted) | [color ]
Pale-Yellow | [Sensitive ]
Air Sensitive | [Detection Methods]
HPLC | [CAS DataBase Reference]
23612-57-9(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 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
Hazard Information | Back Directory | [Chemical Properties]
Light yellow Cryst | [Uses]
(2-Aminopyridin-3-yl)methanol is an intermediate used in the synthesis of mirtazapine, an antidepressant. | [Synthesis]
In a three-necked flask, 5 g of ethyl 2-aminonicotinate (0.0302 mol) and 80 mL of tetrahydrofuran were added, and 13 g of sodium borohydride (0.2416 mol) powder was slowly added under stirring. The reaction mixture was stirred at 65 °C for 15 min before 65 mL of methanol was added dropwise, followed by heating and refluxing the reaction. The reaction process was monitored by thin layer chromatography (TLC, unfolding agent ratio of trichloromethane: methanol = 4:1). Upon completion of the reaction, vacuum concentration was performed while hot. To the concentrate, 40 mL of the mixture and 1 g of sodium hydroxide were added and hydrolyzed at 70-80 °C for 7-8 hours. After completion of the reaction, the organic phase was separated and dried with anhydrous sodium sulfate and subsequently concentrated to give Intermediate A (2-amino-3-pyridinecarboxylic acid ethanol) as a light yellow solid powder 2.7 g in 75% yield with a melting point of 67.5-68 °C. | [References]
[1] Patent: CN104892608, 2017, B. Location in patent: Paragraph 0040; 0041; 0047; 0048 [2] Polish Journal of Chemistry, 2003, vol. 77, # 5, p. 535 - 545 [3] Patent: US2005/20587, 2005, A1. Location in patent: Page 17 |
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