Methyl 5-bromopyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 5-bromopyridine-2-carboxylate
• CAS No.: 29682-15-3
• Molecular Formula: C7H6BrNO2
• Molecular Weight: 216.034
• Hs Code.: 29333990
• European Community (EC) Number: 681-695-3
• DSSTox Substance ID: DTXSID20426844
• Nikkaji Number: J1.495.364G
• Wikidata: Q72488831
• ChEMBL ID: CHEMBL4071031
• Mol file: 29682-15-3.mol

Synonyms:29682-15-3;methyl 5-bromopicolinate;Methyl 5-bromopyridine-2-carboxylate;5-Bromopyridine-2-carboxylic acid methyl ester;2-Pyridinecarboxylic acid, 5-bromo-, methyl ester;MFCD04112493;5-bromo-pyridine-2-carboxylic acid methyl ester;methyl5-bromopicolinate;SCHEMBL109364;CHEMBL4071031;JEURNBCYNWNADN-UHFFFAOYSA-;DTXSID20426844;JEURNBCYNWNADN-UHFFFAOYSA-N;5-Bromopicolinic Acid Methyl Ester;BCP27507;CS-D0954;BBL101015;Methyl-5-bromopyridine-2-carboxylate;STL554809;AKOS005256535;methyl 5-bromo-pyridine-2-carboxylate;methyl-5-bromo-2-pyridine carboxylate;AC-1436;FS-2153;PB29312;HY-32778;SY009344;AM20061685;FT-0647785;M2614;METHYL 5-BROMO-2-PYRIDINECARBOXYLATE;5-bromo-2-pyridinecarboxylic acid methyl ester;EN300-127280;5-Bromo-2-Pyridine carboxylic acid methyl ester;methyl 5-bromopyridine-2-carboxylate, AldrichCPR;J-522465;Z1065600802;InChI=1/C7H6BrNO2/c1-11-7(10)6-3-2-5(8)4-9-6/h2-4H,1H3

Chemical Property of Methyl 5-bromopyridine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.00202mmHg at 25°C
• Melting Point: 101-103 °C
• Refractive Index: 1.553
• Boiling Point: 290.9 °C at 760 mmHg
• PKA: -0.67±0.10(Predicted)
• Flash Point: 129.7 °C
• PSA: 39.19000
• Density: 1.579 g/cm³
• LogP: 1.63070
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 214.95819
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98% ^*data from raw suppliers

Methyl5-bromopicolinate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NC=C(C=C1)Br
• Uses: Methyl 5-bromopyridine-2-carboxylate is used as an organic chemical synthesis intermediate.

Technology Process of Methyl 5-bromopyridine-2-carboxylate

There total 12 articles about Methyl 5-bromopyridine-2-carboxylate 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%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 2-iodo-5-bromopyridine (223463-13-6) → methyl 5-bromopicolinate (29682-15-3)

Guidance literature:

With TEA; bis-triphenylphosphine-palladium(II) chloride; at 60 ℃; for 15h; under 3102.97 Torr;

DOI:10.1021/jo0013554

Reference yield: 92.0%

methanol (67-56-1) + 5-bromoisonicotinic acid (30766-11-1) → methyl 5-bromopicolinate (29682-15-3)

Guidance literature:

With sulfuric acid; at 0 - 70 ℃; for 6h;

Reference yield: 87.0%

5-bromoisonicotinic acid (30766-11-1) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 5-bromopicolinate (29682-15-3)

Guidance literature:

In methanol; benzene; at 20 ℃; for 1h; Inert atmosphere;

upstream raw materials:

2,5-dibromopyridine

methanol

carbon monoxide

2-iodo-5-bromopyridine

Downstream raw materials:

5-bromo-2-(methoxycarbonyl)-1^A[5]-pyridin-1-olate

5-[2-(4-chloro-phenyl)-7-oxo-4,7-dihydro-5H-thieno[2,3-c]pyridin-6-yl]-pyridine-2-carboxylic acid methyl ester

5-bromopyridine-2-carbonyl chloride

5-bromo-pyridine-2-carboxylic acid hydrazide