5-Bromo-6-chloronicotinic acid

Base Information

• Chemical Name: 5-Bromo-6-chloronicotinic acid
• CAS No.: 29241-62-1
• Molecular Formula: C6H3BrClNO2
• Molecular Weight: 236.452
• Hs Code.: 29333990
• European Community (EC) Number: 681-683-8
• NSC Number: 142311
• DSSTox Substance ID: DTXSID90301311
• Wikidata: Q72453135
• Mol file: 29241-62-1.mol

Synonyms:5-bromo-6-chloronicotinic acid;29241-62-1;5-bromo-6-chloropyridine-3-carboxylic acid;5-bromo-6-chloro-nicotinic acid;3-Pyridinecarboxylic acid, 5-bromo-6-chloro-;MFCD01927098;NSC142311;3-BROMO-2-CHLORO-5-PYRIDINECARBOXYLIC ACID;3-BROMO-2-CHLOROPYRIDINE-5-CARBOXYLIC ACID;SCHEMBL439096;DTXSID90301311;DXEUARPQHJXMII-UHFFFAOYSA-N;BBL101863;STL555660;AKOS005071440;AB10529;AC-2696;CS-W002863;HY-W002863;NSC-142311;SY002596;5-bromo-6-chloro-3-pyridinecarboxylic acid;5-bromo-6-chloronicotinic acid, AldrichCPR;AM20070194;B4355;FT-0648895;EN300-198793;8W-0257;AI-942/13331020;J-517122;Z1269156435

Chemical Property of 5-Bromo-6-chloronicotinic acid

Chemical Property:

• Appearance/Colour: White Solid
• Vapor Pressure: 3.98E-06mmHg at 25°C
• Melting Point: 166-168 °C
• Boiling Point: 370 °C at 760 mmHg
• PKA: 2.85±0.10(Predicted)
• Flash Point: 177.5 °C
• PSA: 50.19000
• Density: 1.917 g/cm³
• LogP: 2.19570
• Storage Temp.: Room temperature.
• Solubility.: soluble in Methanol
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 234.90357
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

97% ^*data from raw suppliers

5-Bromo-6-chloronicotinic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1Br)Cl)C(=O)O

Technology Process of 5-Bromo-6-chloronicotinic acid

There total 6 articles about 5-Bromo-6-chloronicotinic 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: 97.0%

5-bromo-6-hydroxy-3-pyridinecarboxylic acid (41668-13-7) → 5-bromo-6-chloronicotinic acid (29241-62-1)

Guidance literature:

5-bromo-6-hydroxy-3-pyridinecarboxylic acid; With tetramethlyammonium chloride; trichlorophosphate; for 3h; Heating / reflux;

With water; at 0 ℃; for 2h;

Reference yield: 72.0%

3-bromo-2-chloro-5-methyl-pyridine (17282-03-0) → 5-bromo-6-chloronicotinic acid (29241-62-1)

Guidance literature:

3-bromo-2-chloro-5-methyl-pyridine; With sulfuric acid; at 0 ℃; for 0.5h;

With potassium dichromate; at 0 - 20 ℃; for 12h;

DOI:10.1021/jacs.0c07810

Reference yield:

5-bromo-6-chloro-3-pyridinecarboxylic acid methyl ester (78686-77-8) → 5-bromo-6-chloronicotinic acid (29241-62-1)

Guidance literature:

With lithium hydroxyde monohydrate; water monomer; In tetrahydrofuran; methanol; at 20 ℃;

upstream raw materials:

5-bromo-6-hydroxy-3-pyridinecarboxylic acid

6-hydroxy-3-pyridinecarboxylic acid

3-bromo-2-chloro-5-methyl-pyridine

6-hydroxynicotinic acid

Downstream raw materials:

5-bromo-6-chloro-3-pyridinecarboxylic acid methyl ester

3-bromo-2-chloro-5-pyridinecarbonyl chloride

(5-bromo-6-chloropyridin-3-yl)carbamic acid tert-butyl ester

(6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester