6-BROMO-5-METHOXY-2-PYRIDINECARBOXYLIC ACID

Base Information

• Chemical Name: 6-BROMO-5-METHOXY-2-PYRIDINECARBOXYLIC ACID
• CAS No.: 54232-43-8
• Molecular Formula: C7H6BrNO3
• Molecular Weight: 232.034
• Hs Code.: 29339900
• European Community (EC) Number: 842-450-8
• DSSTox Substance ID: DTXSID30428672
• Wikidata: Q82241486
• Mol file: 54232-43-8.mol

Synonyms:2-Bromo-3-methoxypyridine-6-carboxylicacid;

Chemical Property of 6-BROMO-5-METHOXY-2-PYRIDINECARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 6.73E-06mmHg at 25°C
• Refractive Index: 1.589
• Boiling Point: 362.8 °C at 760 mmHg
• PKA: 3.52±0.10(Predicted)
• Flash Point: 173.2 °C
• PSA: 59.42000
• Density: 1.713 g/cm³
• LogP: 1.55090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 230.95311
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

98% ^*data from raw suppliers

6-Bromo-5-methoxypyridine-2-carboxylic acid 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-BROMO-5-METHOXY-2-PYRIDINECARBOXYLIC ACID

There total 6 articles about 6-BROMO-5-METHOXY-2-PYRIDINECARBOXYLIC 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: 77.0%

2-bromo-3-methoxy-6-methyl-pyridine (24207-22-5) → 6-bromo-5-methoxy-2-pyridinecarboxylic acid (54232-43-8)

Guidance literature:

With potassium permanganate; In water; at 90 ℃; for 3h;

DOI:10.1021/jo960433d

Reference yield: 61.0%

5-methoxypicolinic acid N-oxide (672957-93-6) → 6-bromo-5-methoxy-2-pyridinecarboxylic acid (54232-43-8)

Guidance literature:

With phosphorus(V) oxybromide; at 80 ℃; for 3h;

Reference yield:

5-Hydroxy-2-methylpyridine (1121-78-4) → 6-bromo-5-methoxy-2-pyridinecarboxylic acid (54232-43-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Br₂ / pyridine / 77 h / Ambient temperature

2: 88 percent / K₂CO₃ / acetone / Heating

3: 77 percent / KMnO₄ / H₂O / 3 h / 90 °C

With potassium permanganate; bromine; potassium carbonate; In pyridine; water; acetone;

DOI:10.1021/jo960433d

upstream raw materials:

2-bromo-3-methoxy-6-methyl-pyridine

5-Hydroxy-2-methylpyridine

2-bromo-3-hydroxy-6-methylpyridine

5-methoxypyridine-2-carboxylic acid

Downstream raw materials:

methyl 2-bromo-3-methoxy-6-pyridinecarboxylic acid

(S)-3-[(6-bromo-5-methoxy-pyridine-2-carbonyl)-amino]-3-(2-chloro-phenyl)-propionic acid ethyl ester

6-(3-Chlorophenyl)-5-methoxy-pyridine-2-carboxylic acid

1-benzyloxy-2-oxo-3-[(carboxymethyl)oxy]-6-pyridinecarboxylic acid dimethyl ester

Refernces

• 1、 -. "COMPOSITIONS AND USES OF AMIDINE DERIVATIVES". Page/Page column 148. . Retrieved 2016/03/14.
• 2、 -. "NOVEL PYRIDINE DERIVATIVES". . . Retrieved 2013/02/27.