Methyl 5-bromo-6-chloronicotinate

Base Information

• Chemical Name: Methyl 5-bromo-6-chloronicotinate
• CAS No.: 78686-77-8
• Molecular Formula: C7H5 Br Cl N O2
• Molecular Weight: 250.479
• Hs Code.: 2933399090
• European Community (EC) Number: 640-580-8
• DSSTox Substance ID: DTXSID70377397
• Nikkaji Number: J3.316.481E
• Wikidata: Q72488452
• Mol file: 78686-77-8.mol

Synonyms:Methyl 5-bromo-6-chloronicotinate;78686-77-8;methyl 5-bromo-6-chloropyridine-3-carboxylate;MFCD03844855;3-Pyridinecarboxylic acid, 5-bromo-6-chloro-, methyl ester;5-bromo-6-chloro-nicotinic acid methyl ester;3-Bromo-4-chloro-benzoicacidmethylester;METHYL5-BROMO-6-CHLORONICOTINATE;5-Bromo-6-chloronicotinic acid methyl ester;SCHEMBL336391;DTXSID70377397;WINGWVOUOFMOJQ-UHFFFAOYSA-N;BCP09354;AKOS005071132;AC-3567;CS-W003131;SY007495;5-bromo-6-chloro-nicotinic acid methylester;A9875;AM20070215;BB 0261654;FT-0602635;methyl 5-bromo-6-chloro-3-pyridinecarboxylate;EN300-256258;7W-0337;J-522461;5-bromo-6-chloro-3-pyridinecarboxylic acid methyl ester;5-Bromo-6-chloropyridine-3-carboxylic acid methyl ester;Z1269219819;Methyl 5-bromo-6-chloropyridine-3-carboxylate, AldrichCPR

Chemical Property of Methyl 5-bromo-6-chloronicotinate

Chemical Property:

• Vapor Pressure: 0.00407mmHg at 25°C
• Melting Point: 75-77°C
• Refractive Index: 1.568
• Boiling Point: 279.2 °C at 760 mmHg
• PKA: -2.84±0.10(Predicted)
• Flash Point: 122.7 °C
• PSA: 39.19000
• Density: 1.684 g/cm³
• LogP: 2.28410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 248.91922
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Methyl 5-bromo-6-chloronicotinate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(N=C1)Cl)Br
• Uses: Methyl 5-Bromo-6-chloronicotinate can be used to treat diseases related to S1PR1.

Technology Process of Methyl 5-bromo-6-chloronicotinate

There total 18 articles about Methyl 5-bromo-6-chloronicotinate 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: 98.0%

methanol (67-56-1) + 5-bromo-6-chloronicotinic acid (29241-62-1) → 5-bromo-6-chloro-3-pyridinecarboxylic acid methyl ester (78686-77-8)

Guidance literature:

5-bromo-6-chloronicotinic acid; With thionyl chloride; at 70 ℃;

methanol; In benzene; at 65 ℃;

DOI:10.1021/acs.jafc.6b00675

Reference yield: 94.7%

5-bromo-6-chloronicotinic acid (29241-62-1) + methyl iodide (74-88-4) → 5-bromo-6-chloro-3-pyridinecarboxylic acid methyl ester (78686-77-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield: 92.0%

methyl 5-bromo-6-hydroxypyridine-3-carboxylate (381247-99-0) → 5-bromo-6-chloro-3-pyridinecarboxylic acid methyl ester (78686-77-8)

Guidance literature:

With trichlorophosphate; for 2h; Reflux;

upstream raw materials:

diazomethane

5-bromo-6-chloronicotinic acid

methanol

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

Downstream raw materials:

6-benzylamino-5-bromo-nicotinic acid

methyl 5-bromo-6-iodopyridine-3-carboxylate

methyl 5-bromo-6-(methylamino)pyridine-3-carboxylate

6-chloro-5-(4-chlorophenyl)-3-pyridinecarboxylic acid

Refernces

• 1、 -. "OXADIAZOLE MODULATORS OF S1P METHODS OF MAKING AND USING". Paragraph 0183. . Retrieved 2017/01/23.
• 2、 Do-Thanh, Chi-Linh,Vargas, Jose J.,Thomas, Joseph W.,Armel, Gregory R.,Best, Michael D.. "Design, Synthesis, and Evaluation of Novel Auxin Mimic Herbicides". . p. 3533 - 3537. Retrieved 2016/06/01.