6-Aminopyridine-2-carboxylic acid

Base Information

• Chemical Name: 6-Aminopyridine-2-carboxylic acid
• CAS No.: 23628-31-1
• Molecular Formula: C6H6N2O2
• Molecular Weight: 138.126
• Hs Code.: 29339900
• Mol file: 23628-31-1.mol

Synonyms:Picolinicacid, 6-amino- (6CI,8CI);2-Amino-6-pyridinecarboxylic acid;6-Amino-2-pyridinecarboxylic acid;6-Aminopicolinic acid;NSC 522596;

Chemical Property of 6-Aminopyridine-2-carboxylic acid

Chemical Property:

• Appearance/Colour: light yellow crystals
• Vapor Pressure: 1.05E-06mmHg at 25°C
• Melting Point: 320 °C
• Refractive Index: 1.649
• Boiling Point: 387.8 °C at 760 mmHg
• PKA: 4.49±0.10(Predicted)
• Flash Point: 188.3 °C
• PSA: 76.21000
• Density: 1.417 g/cm³
• LogP: 0.94320
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Soluble in hot water.

Purity/Quality:

98%, ^*data from raw suppliers

6-Aminopyridine-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-23/24/25-36-22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-?Aminopyridine-?2-?carboxylic Acid is a reagent used in the preparation of pharmaceuticals, such as ghrelin receptor atagonists. Also used in the preparation of polyamides.

Technology Process of 6-Aminopyridine-2-carboxylic acid

There total 7 articles about 6-Aminopyridine-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

6-acetamido-picolinic acid (26893-72-1) → 6-aminopicolinic acid (23628-31-1)

Guidance literature:

With sodium hydroxide; for 2h; Heating;

Reference yield: 59.2%

6-chloropicolinic acid (4684-94-0) → 6-aminopicolinic acid (23628-31-1)

Guidance literature:

With ammonia; In methanol; at 78 ℃; for 48h; under 300.03 Torr; Large scale;

Reference yield:

2-acetylamino-6-methylpyridine (5327-33-3) → 6-aminopicolinic acid (23628-31-1)

Guidance literature:

Multi-step reaction with 2 steps

1: KMnO₄

2: 61 percent / aq. NaOH / 1 h / Heating

With sodium hydroxide; potassium permanganate;

DOI:10.1021/jm00040a017

upstream raw materials:

6-chloropicolinic acid

6-acetamido-picolinic acid

2-Amino-6-methylpyridine

2-acetylamino-6-methylpyridine

Downstream raw materials:

methyl 6-tert-butoxycarbonylamino-2-pyridinecarboxylate

5-cyano-1H-pyrrole-2-carboxylic acid methyl ester

N-methyl-[4-(5-oxo-4,5-dihydro-3H-1,4,8b-triazaacenaphthylen-2-yl)phenyl]methanamine trifluoroacetate

4-(2,4-dimethoxybenzyl)-2-{4-[(methylamino)methyl]phenyl}-3,4-dihydro-5H-1,4,8b-triazaacenaphthylen-5-one

Refernces

• 1、 -. "Preparation method of 6-amino-2-picolinic acid". Paragraph 0028; 0034-0037. . Retrieved 2020/07/15.
• 2、 Frimannsson, Daniel O.,McCabe, Thomas,Schmitt, Wolfgang,Lawler, Mark,Gunnlaugsson, Thorfinnur. "Synthesis and crystallographic analysis of short pyridine-based oligoamides as DNA-targeting supramolecular binders". body text. p. 483 - 490. Retrieved 2010/11/18.