2-(TERT-BUTOXYCARBONYLAMINO)PYRIDINE Chemical Properties

Melting point:

95-97 ºC

Boiling point:

253 ºC

Density 

1.131

Flash point:

107 ºC

storage temp. 

Inert atmosphere,Room Temperature

form 

solid

pka

12.56±0.70(Predicted)

Appearance

White to off-white Solid

CAS DataBase Reference

38427-94-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-43-36/37/38

Safety Statements 

36/37-36-26

WGK Germany 

3

HS Code 

29333990

2-(TERT-BUTOXYCARBONYLAMINO)PYRIDINE Usage And Synthesis

Uses

2-(Boc-amino)pyridine is a protected derivative of the amino acid Pyridine, a heterocyclic compound that is commonly found in biological specimens (such as human red blood cells), and is used as a starting reagent and intermediate in the chemical and pharmaceutical industries.

Synthesis

General method: 2-aminopyridine (1 mmol) and di-tert-butyl dicarbonate (1.1 mmol) were placed in a microwave reaction vial. The reaction was carried out using an LG microwave oven MG 555f set at 100°C and 300W. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, ice water was added to the reaction mixture to precipitate tert-butyl pyridin-2-ylcarbamate. The solid product was collected by filtration and washed with excess cold water. The resulting product is pure enough for routine applications. For further characterization, it can be purified by column chromatography using neutral alumina as adsorbent with a solvent ratio of hexane: ethyl acetate (7.5:2.5).

References

[1] Chemistry Letters, 2010, vol. 39, # 11, p. 1127 - 1129
[2] Journal of Organic Chemistry, 2002, vol. 67, # 14, p. 4965 - 4967
[3] RSC Advances, 2014, vol. 4, # 47, p. 24544 - 24550
[4] New Journal of Chemistry, 2018, vol. 42, # 12, p. 10142 - 10147
[5] Tetrahedron Letters, 2007, vol. 48, # 47, p. 8318 - 8322

2-(TERT-BUTOXYCARBONYLAMINO)PYRIDINE(38427-94-0)Related Product Information

• 3-(BOC-AMINO)PYRIDINE
• Pyridin-2-yl-acetic acid tert-butyl ester
• METHYL 6-[(TERT-BUTOXYCARBONYL)AMINO]NICOTINATE
• (5-IODO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER
• 2-(TERT-BUTOXYCARBONYLAMINO)PYRIDINE
• (3-HYDROXYMETHYL-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER
• (4-CHLORO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER
• 2-N-Boc-amino-3-formylpyridine
• (4-METHOXY-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER
• 5-TERT-BUTOXYCARBONYLAMINO-PYRIDINE-3-CARBOXYLIC ACID
• 4-(TERT-BUTOXYCARBONYLAMINO)PYRIDINE
• 6-TERT-BUTOXYCARBONYLAMINO-PYRIDINE-2-CARBOXYLATE,6-TERT-BUTOXYCARBONYLAMINO-PYRIDINE-2-CARBOXYLIC ACID
• 2-Bromo-4-(tert-butoxycarbonylamino)pyridine
• 2-BROMO-5-(TERT-BUTOXYCARBONYLAMINO)PYRIDINE
• 6-BROMO-2-TERT-BUTOXYCARBONYLAMINO-PYRIDINE
• 3-TERT-BUTOXYCARBONYLAMINO-PYRIDINE-2-CARBOXALDEHYDE
• 2-(Boc-amino)-5-bromopyridine
• 8-N-BOC-5,6,7,8-TETRAHYDRO-1,8-NAPHTHYRIDIN-2-PROPYLAMINE