Methyl 4-aminopyridine-3-carboxylate Chemical Properties

Melting point:

172-174℃

Boiling point:

288.7±20.0 °C(Predicted)

Density 

1.238±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

7.04±0.12(Predicted)

color 

White to Almost white

CAS DataBase Reference

16135-36-7(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-37

RIDADR 

UN2811

HS Code 

29333990

Methyl 4-aminopyridine-3-carboxylate Usage And Synthesis

Chemical Properties

Off-white solid

Synthesis

General procedure for the synthesis of methyl 4-aminonicotinate from methyl 4-((tert-butoxycarbonyl)amino)nicotinate: 4-((tert-butoxycarbonyl)amino)nicotinate (9.08 g, 36.0 mmol) was dissolved in a 50/50 (v/v) trifluoroacetic acid (TFA)/dichloromethane (DCM) mixture (100 mL), and the reaction was stirred at room temperature for 2 hours. Upon completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent. Subsequently, the concentrate was redissolved in dichloromethane (100 mL), washed with saturated sodium bicarbonate solution, dried over anhydrous sodium sulfate and concentrated again under reduced pressure. Methyl 4-aminonicotinate (5.43 g, 99.1% yield) was finally obtained, the purity of which met the requirements of the subsequent reaction. The mass spectrum (chemical ionization, CI) showed a molecular ion peak (M/E) of 153.1.

References

[1] Patent: WO2003/103575, 2003, A2. Location in patent: Page 74
[2] Patent: WO2005/49604, 2005, A2. Location in patent: Page/Page column 107
[3] Patent: EP1140905, 2003, B1

Methyl 4-aminopyridine-3-carboxylate(16135-36-7)Related Product Information

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