TERT-BUTYL 6-AMINOPYRIDIN-2-YLCARBAMATE Chemical Properties

Melting point:

125.0 to 129.0 °C

Boiling point:

307.1±27.0 °C(Predicted)

Density 

1.202±0.06 g/cm3(Predicted)

storage temp. 

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

solubility 

soluble in Methanol

form 

powder to crystal

pka

12.26±0.70(Predicted)

color 

White to Light yellow

Safety Information

Risk Statements 

43

Safety Statements 

36/37

HazardClass 

IRRITANT

HS Code 

2933399990

TERT-BUTYL 6-AMINOPYRIDIN-2-YLCARBAMATE Usage And Synthesis

Uses

tert-Butyl 6-Aminopyridin-2-ylcarbamate is used in preparation of novel Macrocyclic Diacetylene compounds.Also, used in preparation of substituted Bicyclic Aza-Heterocycles and analogs as Sirtuin modulators.

Synthesis

2,6-diaminopyridine (5.00 g, 45.82 mmol) and di-tert-butyl dicarbonate ((Boc)2O) (10.99 g, 50.40 mmol) were used as raw materials and reacted in tetrahydrofuran (THF) (200 mL). 2,6-diaminopyridine was first dissolved in THF, followed by the addition of (Boc)2O, and the reaction was stirred for 12 h at room temperature. After completion of the reaction, the reaction mixture was poured into saturated aqueous sodium bicarbonate solution and the solid was collected by filtration. Purification was carried out by column chromatography (eluent ratio methanol: dichloromethane= 0.5:9.5) to give 5.2 g of 2-amino-6-(tert-butoxycarbonylamino)pyridine (compound j1) in 54% yield.

References

[1] Chemical Communications, 2008, # 35, p. 4126 - 4128
[2] Chemistry - A European Journal, 2001, vol. 7, # 13, p. 2798 - 2809
[3] Chemistry - A European Journal, 2007, vol. 13, # 19, p. 5466 - 5479
[4] Patent: KR2018/9249, 2018, A. Location in patent: Paragraph 0228; 0229
[5] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 13, p. 3493 - 3497

TERT-BUTYL 6-AMINOPYRIDIN-2-YLCARBAMATE(322690-31-3)Related Product Information

• Pyrazinecarboxylic acid, 6-amino-, methyl ester (9CI)
• 1,3-BENZOXAZOL-6-AMINE
• Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate
• 6-Quinazolinamine (9CI)
• (6-AMINOPYRIDIN-3-YL)BORONIC ACID
• 4,4'-DIPYRIDYL DISULFIDE
• TERT-BUTYL 6-AMINOPYRIDIN-2-YLCARBAMATE