5-Amino-2-methoxypyridine-4-carboxylic acid

Base Information

• Chemical Name: 5-Amino-2-methoxypyridine-4-carboxylic acid
• CAS No.: 183741-91-5
• Molecular Formula: C₇H₈N₂O₃
• Molecular Weight: 168.152
• Hs Code.: 29339900
• European Community (EC) Number: 803-234-9
• DSSTox Substance ID: DTXSID20376274
• Nikkaji Number: J763.335A
• Wikidata: Q72438990
• Mol file: 183741-91-5.mol

Synonyms:183741-91-5;5-amino-2-methoxypyridine-4-carboxylic acid;5-Amino-2-methoxy-isonicotinic acid;5-AMINO-2-METHOXYISONICOTINIC ACID;5-Amino-2-methoxypyridine-4-carboxylicacid;4-Pyridinecarboxylic acid, 5-amino-2-methoxy-;MFCD03411719;SCHEMBL2002960;DTXSID20376274;BFYPMZJYCXUXFW-UHFFFAOYSA-N;BCP15573;AKOS006282149;AC-9371;PB30757;DS-11226;SY013079;2-Methoxy-5-aminopyridine-4-carboxylic acid;4-Pyridinecarboxylicacid,5-amino-2-methoxy-;A4065;AM20050903;BB 0260944;CS-0050686;FT-0600716;EN300-6498438;J-011776;J-516699;5-amino-2-methoxypyridine-4-carboxylic acid, AldrichCPR

Chemical Property of 5-Amino-2-methoxypyridine-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.29E-09mmHg at 25°C
• Melting Point: 217-221℃
• Refractive Index: 1.611
• Boiling Point: 469.5 °C at 760 mmHg
• Flash Point: 237.7 °C
• PSA: 85.44000
• Density: 1.384 g/cm³
• LogP: 0.95180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 168.05349212
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Amino-2-methoxypyridine-4-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=C(C(=C1)C(=O)O)N

Technology Process of 5-Amino-2-methoxypyridine-4-carboxylic acid

There total 3 articles about 5-Amino-2-methoxypyridine-4-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: 93.0%

5-((tert-butoxycarbonyl)amino)-2-methoxyisonicotinic acid (183741-86-8) → 5‐amino‐2‐methoxypyridine‐4‐carboxylic acid (183741-91-5)

Guidance literature:

With potassium hydroxide; for 18h; Heating;

DOI:10.1039/p19960002221

Reference yield:

6-methoxy-pyridin-3-ylamine (6628-77-9) → 5‐amino‐2‐methoxypyridine‐4‐carboxylic acid (183741-91-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / dioxane / 0.5 h / Heating

2: 67 percent / TMEDA, BuLi / diethyl ether; hexane / 1.) -40 deg C, 16 h, 2.) -40 deg C to r.t., 1 h

3: 93 percent / aq. KOH / 18 h / Heating

With potassium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In 1,4-dioxane; diethyl ether; hexane;

DOI:10.1039/p19960002221

Reference yield:

tert-butyl N-(6-methoxypyridin-3-yl)carbamate (183741-80-2) → 5‐amino‐2‐methoxypyridine‐4‐carboxylic acid (183741-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / TMEDA, BuLi / diethyl ether; hexane / 1.) -40 deg C, 16 h, 2.) -40 deg C to r.t., 1 h

2: 93 percent / aq. KOH / 18 h / Heating

With potassium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; hexane;

DOI:10.1039/p19960002221

upstream raw materials:

5-((tert-butoxycarbonyl)amino)-2-methoxyisonicotinic acid

6-methoxy-pyridin-3-ylamine

tert-butyl N-(6-methoxypyridin-3-yl)carbamate

Downstream raw materials:

6-methoxypyrido[3,4-d]pyrimidin-4(3H)-one

Refernces