Ethyl 6-aminopicolinate Chemical Properties

Melting point:

56-58℃

Boiling point:

330℃

Density 

1.192

Flash point:

153℃

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

soluble in Methanol

form 

powder to crystal

pka

1.87±0.10(Predicted)

color 

White to Yellow to Green

λmax

337nm(MeOH)(lit.)

Safety Information

HS Code 

2933399990

Ethyl 6-aminopicolinate Usage And Synthesis

Chemical Properties

White to Yellow to Green powder to crystal.

Synthesis

6-Amino-2-pyridinecarboxylic acid (6.0 g, 43.5 mmol) was dissolved in ethanol (150 mL) at 0 °C and sulfoxide chloride (12.0 g, 101 mmol) was added slowly. The reaction mixture was heated to reflux with continuous stirring for 12 hours. Upon completion of the reaction, it was cooled to room temperature and the reaction mixture was subsequently concentrated under reduced pressure. The pH was adjusted to 9 with saturated aqueous sodium carbonate solution and concentrated again under reduced pressure. Dichloromethane (150 mL) was added to the residue, stirred vigorously for 30 minutes at room temperature and filtered. The filtrate was concentrated under reduced pressure to give ethyl 6-aminopyridine-2-carboxylate (5.5 g, 76% yield).

References

[1] Patent: WO2010/3048, 2010, A1. Location in patent: Page/Page column 107
[2] Patent: WO2010/19606, 2010, A1. Location in patent: Page/Page column 81-82
[3] Patent: WO2010/37127, 2010, A1. Location in patent: Page/Page column 109
[4] Patent: WO2010/88574, 2010, A1. Location in patent: Page/Page column 127-128
[5] Patent: WO2010/101949, 2010, A1. Location in patent: Page/Page column 132; 133

Ethyl 6-aminopicolinate(69142-64-9)Related Product Information

• Ethyl 6-aminopicolinate
• 6-Aminopyridine-2-carboxylic acid
• ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-7-carboxylate
• 6,7-dihydro-1H-pyrano[4',3':5,6]pyrido[2,3-d]pyrimidine-2,4,9(3H)-trione
• 1,3-dimethyl-6,7-dihydro-1H-pyrano[4',3':5,6]pyrido[2,3-d]pyrimidine-2,4,9(3H)-trione
• ethyl 1-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-7-carboxylate
• BENZYL 6-AMINOPYRIDINE-2-CARBOXYLATE