Unlock instant, AI-driven research and patent intelligence for your innovation.

Preparation method of 2-bromo-4-methoxypyridine

A technology of methoxypyridine and nitropyridine, applied in the field of biomedicine, can solve the problems of harsh production conditions and low yield, and achieve the effects of mild process conditions, reduced production costs, and less harsh production conditions

Inactive Publication Date: 2015-11-25
TAIZHOU GAOGANG DISTRICT JINYAN BIOTECH CO LTD
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

U.S. Patent US20060235028 discloses a preparation method of 2-bromo-4-methoxypyridine, the steps are dissolving N,N-dimethylethanolamine in n-hexane, adding butyllithium, and reacting at -5°C for 20 minutes Finally, add 4-methoxypyridine to the above reaction solution; after reacting for 1 hour, cool to -78°C, then add carbon tetrabromide to the reaction solution for 30 minutes; finally quench with saturated ammonium chloride solution Reaction, after purification, 2-bromo-4-methoxypyridine is obtained with a yield of 9%. The production conditions of this invention are harsh and the yield is lower

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method of 2-bromo-4-methoxypyridine
  • Preparation method of 2-bromo-4-methoxypyridine
  • Preparation method of 2-bromo-4-methoxypyridine

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0017] Preparation method synthetic route of the present invention is as follows:

[0018]

Embodiment 1

[0020] Dissolve 15.8g of 2-bromopyridine in 150mL of dichloromethane, slowly add 26g of m-chloroperoxybenzoic acid at room temperature, under the protection of nitrogen, keep the system at room temperature and stir for 16 hours, then pour the reaction solution into 50mL The dichloromethane layer was separated and concentrated to dryness to obtain 17.4 g of N-oxide-2-bromopyridine (99%).

[0021]

[0022] Dissolve 17.4 g of N-oxide-2-bromopyridine obtained above in 50 mL of concentrated sulfuric acid, and slowly add 8 mL of concentrated nitric acid at 0°C. After keeping the system at 0°C and stirring for 16 hours, pour the reaction liquid into 200mL of ice water, control the temperature between 0-5°C, add sodium hydroxide solution to adjust the pH value to 7, a large amount of solids precipitated, filtered to obtain 15.4 g N-oxide-2-bromo-4-nitropyridine (70%).

[0023]

[0024] 15.4 g of N-oxide-2-bromo-4-nitropyridine obtained above was dissolved in 150 mL of methanol,...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a preparation method of 2-bromo-4-methoxypyridine. The method comprises the following steps: adding methoxide into N-oxide-2-bromo-4-nitropyridine to prepare N-oxide-2-bromo-4-methoxypyridine, carrying out a reaction between N-oxide-2-bromo-4-methoxypyridine, iron powder and a strong acid solution, carrying out filter washing, concentrating and crystallizing to prepare 2-bromo-4-methoxypyridine. According to the invention, N-oxide-2-bromo-4-nitropyridine is used as a raw material to prepare 2-bromo-4-methoxypyridine. The operation is simple and safe, technological conditions are mild, and the method is not harsh on production conditions. Meanwhile, by the method, yield of 2-bromo-4-methoxypyridine is also raised, production cost is greatly reduced, and production efficiency is enhanced.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, in particular to a preparation method of 2-bromo-4-methoxypyridine. Background technique: [0002] With the development of biomedical technology, 2-bromo-4-methoxypyridine has been more and more used in the research and development of pharmaceutical products. In some medical fields, 2-bromo-4-methoxypyridine has also made good progress as a reagent to synthesize biologically active compounds. [0003] At present, the production of 2-bromo-4-methoxypyridine requires anhydrous and oxygen-free operation, which requires very high production technology and production conditions. U.S. Patent US20060235028 discloses a preparation method of 2-bromo-4-methoxypyridine, the steps are dissolving N,N-dimethylethanolamine in n-hexane, adding butyllithium, and reacting at -5°C for 20 minutes Finally, add 4-methoxypyridine to the above reaction solution; after reacting for 1 hour, cool to -78°C, then add c...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/68
CPCC07D213/68
Inventor 孙路进肖燕
Owner TAIZHOU GAOGANG DISTRICT JINYAN BIOTECH CO LTD