Methyl 5-bromo-2-chloronicotinate

Base Information

• Chemical Name: Methyl 5-bromo-2-chloronicotinate
• CAS No.: 78686-79-0
• Molecular Formula: C7H5BrClNO2
• Molecular Weight: 250.479
• Hs Code.: 2933399090
• European Community (EC) Number: 801-596-2
• DSSTox Substance ID: DTXSID50376904
• Wikidata: Q72488454
• Mol file: 78686-79-0.mol

Synonyms:methyl 5-bromo-2-chloronicotinate;78686-79-0;methyl 5-bromo-2-chloropyridine-3-carboxylate;5-Bromo-2-chloronicotinic acid methyl ester;METHYL5-BROMO-2-CHLORONICOTINATE;MFCD03844848;5-BROMO-2-CHLORO-NICOTINIC ACID METHYL ESTER;3-PYRIDINECARBOXYLIC ACID, 5-BROMO-2-CHLORO-, METHYL ESTER;METHYL 5-BROMO-2-CHLORO-3-PYRIDINECARBOXYLATE;methyl 5-bromo-2-chloro-pyridine-3-carboxylate;SCHEMBL733159;DTXSID50376904;methyl-5-bromo-2-chloronicotinate;MOMQDEDQGJAKII-UHFFFAOYSA-N;CS-D1791;BBL011233;CL0222;STK935933;AKOS005069304;AC-3566;PB26106;SY007501;A9876;AM20070203;FT-0648898;M2513;EN300-94996;Methyl 5-bromo-2-chloronicotinate, AldrichCPR;10W-0710;J-522444;Methyl 5-bromo-2-chloropyridine-3-carboxylate, 97%;5-Bromo-2-chloro-3-pyridinecarboxylic Acid Methyl Ester;Z1010326546

Chemical Property of Methyl 5-bromo-2-chloronicotinate

Chemical Property:

• Vapor Pressure: 0.00504mmHg at 25°C
• Melting Point: 50-52 °C
• Refractive Index: 1.568
• Boiling Point: 275.6 °C at 760 mmHg
• PKA: -3.78±0.10(Predicted)
• Flash Point: 120.5 °C
• PSA: 39.19000
• Density: 1.684 g/cm³
• LogP: 2.28410
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light, Air & Moisture Sensitive
• Solubility.: soluble in Methanol
• 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-2-chloronicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(N=CC(=C1)Br)Cl

Technology Process of Methyl 5-bromo-2-chloronicotinate

There total 13 articles about Methyl 5-bromo-2-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: 100.0%

methanol (67-56-1) + 5-bromo-2-chloronicotinic acid (29241-65-4) → methyl 2-chloro-5-bromonicotinate (78686-79-0)

Guidance literature:

methanol; 5-bromo-2-chloronicotinic acid; With sulfuric acid; at 60 ℃; for 36h;

With sodium hydrogencarbonate; In water;

Reference yield: 95.0%

methanol (67-56-1) → methyl 2-chloro-5-bromonicotinate (78686-79-0)

Guidance literature:

5-bromo-2-hydroxynicotinic acid; With thionyl chloride; N,N-dimethyl-formamide; at 80 ℃; for 2h;

methanol; In dichloromethane; for 1h;

Reference yield: 94.15%

5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylic acid methyl ester (120034-05-1) → methyl 2-chloro-5-bromonicotinate (78686-79-0)

Guidance literature:

With trichlorophosphate; at 0 - 80 ℃; for 12.5h; Inert atmosphere;

upstream raw materials:

diazomethane

5-bromo-2-chloronicotinic acid

methanol

5-bromo-2-chloro-pyridine-3-carbonyl chloride

Downstream raw materials:

(5-bromo-2-chloro-pyridin-3-yl)-methanol

methyl 5-bromo-2-fluoropyridine-3-carboxylate

5-bromo-2-pyrrolidin-1-ylnicotinic acid

methyl 5-bromo-2-morpholinonicotinate

Refernces

• 1、 -. "SELECTIVE INHIBITORS OF CLINICALLY IMPORTANT MUTANTS OF THE EGFR TYROSINE KINASE". Page/Page column 263. . Retrieved 2017/08/01.
• 2、 -. "NOVEL COMPOUNDS FOR THE TREATMENT OF HEPATITIS C". Page/Page column 32. . Retrieved 2016/09/26.