6-[(TERT-BUTOXYCARBONYL)AMINO]NICOTINIC ACID Chemical Properties

Melting point:

292-296°C

Boiling point:

356.5±27.0 °C(Predicted)

Density 

1.293±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

Solid

pka

12.92±0.70(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2933399990

6-[(TERT-BUTOXYCARBONYL)AMINO]NICOTINIC ACID Usage And Synthesis

Synthesis

Step 5. Synthesis of 6-((tert-butoxycarbonyl)amino)nicotinic acid. Methyl 6-((tert-butoxycarbonyl)amino)nicotinate (50 g, 19 mmol) was dissolved in methanol (50 mL) and 1N NaOH aqueous solution (40 mL, 40 mmol) was added. The reaction mixture was stirred at room temperature for 20 hours, followed by heating to 60°C for 2 hours. After completion of the reaction, the solution was cooled and methanol was removed under vacuum. To the remaining solution, 3N HCl was slowly added and the pH was adjusted to 3. A white solid precipitate was precipitated. The solid product was collected by filtration, washed with water and dried to give 6-((tert-butoxycarbonyl)amino)nicotinic acid 23 g (89% yield) as a white solid.

References

[1] Patent: WO2010/130708, 2010, A1. Location in patent: Page/Page column 72
[2] Patent: WO2010/144345, 2010, A1. Location in patent: Page/Page column 65
[3] Patent: WO2016/33445, 2016, A1. Location in patent: Paragraph 0297
[4] Patent: WO2009/36996, 2009, A2. Location in patent: Page/Page column 92
[5] Patent: EP3305785, 2018, A1. Location in patent: Paragraph 0233

6-[(TERT-BUTOXYCARBONYL)AMINO]NICOTINIC ACID(231958-14-8)Related Product Information

• 2-Aminonicotinic acid
• 6-Aminonicotinic acid