Molecular Formula | C7H8N2O2 |
Molar Mass | 152.15 |
Density | 1.238±0.06 g/cm3(Predicted) |
Melting Point | 82-86 °C |
Boling Point | 251.3±20.0 °C(Predicted) |
Flash Point | 105.8°C |
Solubility | soluble in Methanol |
Vapor Presure | 0.0206mmHg at 25°C |
Appearance | White crystal |
Color | White to Almost white |
pKa | 4.71±0.36(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.57 |
MDL | MFCD00128872 |
Hazard Symbols | Xn - Harmful |
Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S22 - Do not breathe dust. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
WGK Germany | 2 |
Hazard Class | IRRITANT |
Introduction | 2-aminopyridine-3-methyl formate is a white solid at room temperature and pressure, 2-aminopyridine-3-methyl formate is pyridine Derivatives have important applications in pharmaceutical chemistry, such as synthetic intermediates of skin redness agents and vasodilators. |
Use | 2-aminopyridine-3-methyl formate can be used as a pharmaceutical intermediate and an organic synthesis intermediate. In the synthesis and transformation, 2-aminopyridine-3-methyl formate can undergo a bromination reaction under alkaline conditions and introduce a bromine atom at the 5th position of pyridine, it is also possible to introduce a nitro group at the 5th position of pyridine under the reaction conditions of nitration. The ester group can become a hydroxyl group under the action of a reducing agent, and the nitrogen atom on the pyridine can become a nitrogen oxide under the action of an oxidant. |
Synthesis method | Under the condition of stirring, add 2.0M (trimethylsilyl) diazomethane (2.00 equivalent) in diethyl ether Slowly drop into an anhydrous toluene/methanol mixed solution of 2-aminonicotinic acid (1 equivalent) and cool (0°C) suspension, it lasted 15 minutes in a nitrogen atmosphere. Stir the reaction mixture at 0 °C for 30 minutes, the reaction mixture becomes a clear yellow solution, the reaction is monitored by TLC, and chloroform/methanol 9/1 is eluted, showing that the starting material is completely consumed Stop the reaction. Evaporate the solvent under reduced pressure, wash the crude product, dissolve in chloroform with saturated sodium bicarbonate aqueous solution and brine, dry the organic phase with anhydrous Na 2 SO 4 , filter the organic phase, and concentrate the filtrate under reduced pressure. The product was purified by silica gel rapid chromatography, first eluting with chloroform and then with chloroform/methanol 95/5 to give methyl 2-aminopyridine-3-formate. Figure 12-Synthesis route of aminopyridine-3-methyl formate |