Methyl 5-broMo-6-Methoxypicolinate

Base Information

• Chemical Name: Methyl 5-broMo-6-Methoxypicolinate
• CAS No.: 1214329-07-3
• Molecular Formula: C₈H₈BrNO₃
• Molecular Weight: 246.06
• Mol file: 1214329-07-3.mol

Synonyms:

Chemical Property of Methyl 5-broMo-6-Methoxypicolinate

Chemical Property:

• Boiling Point: 309.7±37.0 °C(Predicted)
• PKA: -1.95±0.10(Predicted)
• Density: 1.530±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99%min. ^*data from raw suppliers

Methyl5-bromo-6-methoxypicolinate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 5-broMo-6-Methoxypicolinate

There total 7 articles about Methyl 5-broMo-6-Methoxypicolinate 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: 94.0%

5-bromo-6-methoxypyridine-2-carboxylic acid (1214334-70-9) + methyl iodide (74-88-4) → 5-bromo-6-methoxy-pyridine-2-carboxylic acid methyl ester (1214329-07-3)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;

DOI:10.14233/ajchem.2015.19236

Reference yield: 40.0%

methyl 5-bromo-6-methoxypyridine-2-carboximidoate (1402004-06-1) → 5-bromo-6-methoxy-pyridine-2-carboxylic acid methyl ester (1214329-07-3)

Guidance literature:

methyl 5-bromo-6-methoxypyridine-2-carboximidoate; With hydrogenchloride; In methanol; for 18h; Reflux;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

3-bromo-2-chloropyridine 1-oxide (1373126-39-6) → 5-bromo-6-methoxy-pyridine-2-carboxylic acid methyl ester (1214329-07-3)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-Dimethylcarbamoyl chloride / dichloromethane / 72 h / Reflux

2: tetrahydrofuran; mineral oil / 1.25 h / Inert atmosphere

3: hydrogenchloride / methanol / 18 h / Reflux

With hydrogenchloride; N,N-Dimethylcarbamoyl chloride; In tetrahydrofuran; methanol; dichloromethane; mineral oil;

upstream raw materials:

3-bromo-2-chloropyridine 1-oxide

5-bromo-6-chloropyridine-2-carbonitrile

methyl 5-bromo-6-methoxypyridine-2-carboximidoate

3-bromo-2-chloropyridine

Downstream raw materials:

methyl 6-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylate

ethyl 5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-6-methoxypyridine-2-carboxylate

Refernces

• 1、 -. "SUBSTITUTED TETRAHYDROFURANS AS MODULATORS OF SODIUM CHANNELS". Paragraph 001185-001186. . Retrieved 2021/06/11.
• 2、 -. "Novel Bicyclic Pyridinones". . . Retrieved 2012/10/08.