Methyl 4-Bromopicolinate

Base Information

• Chemical Name: Methyl 4-Bromopicolinate
• CAS No.: 29681-42-3
• Molecular Formula: C7H6BrNO2
• Molecular Weight: 216.034
• Hs Code.: 2933399090
• European Community (EC) Number: 803-526-6
• DSSTox Substance ID: DTXSID10510923
• Nikkaji Number: J149.524K
• Wikidata: Q72488827
• Mol file: 29681-42-3.mol

Synonyms:Methyl 4-Bromopicolinate;29681-42-3;Methyl 4-bromopyridine-2-carboxylate;4-Bromo-pyridine-2-carboxylic acid methyl ester;4-Bromopyridine-2-carboxylic acid methyl ester;2-PYRIDINECARBOXYLIC ACID, 4-BROMO-, METHYL ESTER;MFCD07374897;methyl4-bromopicolinate;SCHEMBL106793;DTXSID10510923;JZFLATQBIPILFS-UHFFFAOYSA-N;4-Bromo-2-(methoxycarbonyl)pyridine;methyl 4-bromopicolinate, AldrichCPR;AKOS005258931;methyl 4-bromo-pyridine-2-carboxylate;AC-9578;CS-W009166;PB30917;PS-6229;SY019236;A5509;AM20070014;BB 0258123;FT-0645206;EN300-118381;J-400999

Chemical Property of Methyl 4-Bromopicolinate

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 54-56 °C
• Refractive Index: 1.554
• Boiling Point: 285.967 °C at 760 mmHg
• PKA: -0.25±0.10(Predicted)
• Flash Point: 126.749 °C
• PSA: 39.19000
• Density: 1.58 g/cm³
• LogP: 1.63070
• Storage Temp.: Keep Cold
• Water Solubility.: Slightly soluble in water.
• 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:

99% ^*data from raw suppliers

4-Bromopyridine-2-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NC=CC(=C1)Br
• Uses: It finds its application as a useful synthetic intermediate and in the straightforward and efficient synthesis of 3-benzyloxy-4-bromopicolinate ester and 3-benzyloxy-5-bromopicolinate ester, common building blocks for pharmaceuticals and agrochemicals. It is used in the synthesis of biaryl mannoside FimH inhibitors for use in urinary infection treatment.

Technology Process of Methyl 4-Bromopicolinate

There total 6 articles about Methyl 4-Bromopicolinate 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: 77.0%

4-bromo-2-picolinic acid (30766-03-1) + methyl iodide (74-88-4) → methyl 4-bromopyridine-2-carboxylate (29681-42-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 30h; Sealed tube;

Reference yield: 73.0%

4-bromo-2-picolinic acid (30766-03-1) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 4-bromopyridine-2-carboxylate (29681-42-3)

Guidance literature:

In methanol; diethyl ether; ethyl acetate; at 0 - 20 ℃; for 1.5h;

Reference yield: 32.0%

pyruvic acid methyl ester (600-22-6) + 4-bromopyridine hydrochloride (19524-06-2) → methyl 4-bromopyridine-2-carboxylate (29681-42-3)

Guidance literature:

4-bromopyridine hydrochloride; With sodium hydrogencarbonate; In dichloromethane; water;

With sulfuric acid; iron(II) sulfate; In dichloromethane; water;

pyruvic acid methyl ester; With dihydrogen peroxide; In dichloromethane; water; at -10 ℃; for 0.25h;

upstream raw materials:

diazomethane

4-bromo-2-picolinic acid

pyruvic acid methyl ester

4-bromopyridine hydrochloride

Downstream raw materials:

4-bromo-2-(hydroxymethyl)pyridine

2-{[(tert-butyldiphenylsilyl)oxy]methyl}-4-bromopyridine

2-{[(tert-butyldiphenylsilyl)oxy]methyl}-4-[4-(4-hydroxytetrahydropyranyl)]pyridine

trans-methyl 4-(3-{[[4-(tert-butoxycarbonyl-methyl-amino)-cyclohexyl]-(3-chloro-4,7-difluoro-benzo[b]thiophene-2-carbonyl)-amino]-methyl}-4-methoxy-phenyl)-pyridine-2-carboxylate