Methyl 3-bromopyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 3-bromopyridine-2-carboxylate
• CAS No.: 53636-56-9
• Molecular Formula: C7H6BrNO2
• Molecular Weight: 216.034
• Hs Code.: 2933399090
• European Community (EC) Number: 814-519-2
• DSSTox Substance ID: DTXSID50510922
• Nikkaji Number: J3.321.713G
• Wikidata: Q72488810
• Mol file: 53636-56-9.mol

Synonyms:Methyl 3-Bromopicolinate;53636-56-9;Methyl 3-bromo-2-pyridinecarboxylate;Methyl 3-bromopyridine-2-carboxylate;MFCD12025946;3-bromopyridine-2-carboxylic acid methyl ester;3-BROMOPYRIDINE-2-CARBOXYLICACIDMETHYLESTER;2-Pyridinecarboxylic acid, 3-bromo-, methyl ester;3-Bromo-2-(methoxycarbonyl)pyridine;SCHEMBL394073;AMY9329;DTXSID50510922;GSTYLUGZSCVBTJ-UHFFFAOYSA-N;CL0157;Methyl 3-bromopicolinate, AldrichCPR;AKOS005073696;methyl 3-bromo-pyridine-2-carboxylate;AC-7316;CS-W001191;PB13499;SS-3013;SY005700;A7803;FT-0647164;3-Bromopyridine-2-carboxylic acid methy ester;EN300-122161;3-Bromo-2-pyridine carboxylic acid methyl ester;AC-907/34105002;J-522163;3-BROMO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

Chemical Property of Methyl 3-bromopyridine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 267.423 °C at 760 mmHg
• PKA: -0.91±0.10(Predicted)
• Flash Point: 115.533 °C
• PSA: 39.19000
• Density: 1.58 g/cm³
• LogP: 1.63070
• Storage Temp.: Room temperature.
• XLogP3: 1.7
• 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

Methyl3-bromopicolinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC=N1)Br

Technology Process of Methyl 3-bromopyridine-2-carboxylate

There total 10 articles about Methyl 3-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: 92.0%

methanol (67-56-1) + 3-bromopicolinic acid (30683-23-9) → methyl 3-bromopicolinate (53636-56-9)

Guidance literature:

With thionyl chloride; at 0 - 85 ℃; for 24h;

DOI:10.1002/ejoc.201301736

Reference yield: 82.0%

3-bromopicolinic acid (30683-23-9) → methyl 3-bromopicolinate (53636-56-9)

Guidance literature:

With sulfuric acid; In methanol; at 20 ℃; for 12h;

Reference yield: 72.0%

3-bromopicolinic acid (30683-23-9) + methyl iodide (74-88-4) → methyl 3-bromopicolinate (53636-56-9)

Guidance literature:

3-bromopicolinic acid; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 0 ℃; for 0.833333h;

methyl iodide; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃; for 48h;

upstream raw materials:

3-bromopicolinic acid

methyl iodide

N-phenylpicolinamide

3-Bromo-pyridine-2-carboxylic acid phenylamide

Downstream raw materials:

3-ethynylpicolinic acid

C₁₉H₁₄N₂O₃

3-[3-(5-methyl-3-phenylisoxazol-4-yl)-3-oxo-propyl]pyridine-2-carboxylic acid methyl ester

1-(5-methyl-3-phenylisoxazol-4-yl)-2,8-dihydro-2,3,4-triaza-cyclopenta[a]indene

Refernces

• 1、 -. "NOVEL COMPOUNDS". Paragraph 0506-0508. . Retrieved 2015/09/22.
• 2、 -. "1-(2-PHENOXYMETHYLHETEROARYL)PIPERIDINE AND PIPERAZINE COMPOUNDS". Page/Page column 18. . Retrieved 2011/10/10.