Method for preparing 3-bromo-5-chloro-1,8-naphthyridine

A kind of naphthalene and reaction technology, applied in the field of preparation of important pharmaceutical intermediates

Inactive Publication Date: 2018-02-23
湖南华腾制药有限公司
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, there are no other patent documents reporting the compound and its synthetic method

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
  • Method for preparing 3-bromo-5-chloro-1,8-naphthyridine
  • Method for preparing 3-bromo-5-chloro-1,8-naphthyridine
  • Method for preparing 3-bromo-5-chloro-1,8-naphthyridine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] (1) Synthesis of 6-bromo-1,8-naphthyridine-2,4-diol

[0021] 30g of 5-bromo-2-aminopyridine and 24ml of diethyl malonate were added to 160ml of tetrahydrofuran, stirred, heated, refluxed for 4 hours, cooled, concentrated under reduced pressure, and the residue was separated by chromatography to obtain 37g of product.

[0022] (2) Synthesis of 6-bromo-2,4-dichloro-1,8-naphthyridine

[0023] Dissolve 35g of the product obtained in the first step in 200ml of phosphorus oxychloride, heat to reflux, and react for 12 hours, pour the reaction solution into ice water, extract with ethyl acetate, wash the organic phase three times with saturated saline, and then wash with anhydrous sulfuric acid It was dried over sodium, concentrated under reduced pressure, and the residue was separated by column chromatography to obtain 18 g of the product as an oil.

[0024] (3) Synthesis of 3-bromo-5-chloro-1,8-naphthyridine

[0025] Add 15g of 6-bromo-2,4-dichloro-1,8-naphthyridine to 200m...

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 method for preparing 3-bromo-5-chloro-1,8-naphthyridine. The method adopts 5-bromo-5-bromo-2-amino pyridine as an initial raw material to be looped, chloridized and reduced to obtain the 3-bromo-5-chloro-1,8-naphthyridine. The compound is an important intermediate for researching and developing novel medicine.

Description

technical field [0001] The invention relates to a preparation method of an important pharmaceutical intermediate, in particular to a compound 3-bromo-5-chloro-1,8-naphthyridine and a synthesis method thereof. technical background [0002] The structural formula of the compound 3-bromo-5-chloro-1,8-naphthyridine is: [0003] [0004] This compound is an important intermediate for the synthesis of naphthyridine derivatives. Naphthyridine derivatives inhibit, modulate and / or modulate the action of signaling by ATP-consuming proteins such as kinases. Proteins that bind ATP and use its energy to change conformation, phosphorylate substrates and initiate signaling cascades are known from many classes, such as kinases, phosphatases, chaperones or isomerases. ATP-binding proteins can be enriched using specific tools and techniques. As a mechanistic part of cancer markers, Ser / Thr kinases and receptor tyrosine kinases are essential phosphorylating enzymes in cell signaling. Ce...

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
IPC IPC(8): C07D471/04
CPCC07D471/04
Inventor不公告发明人
Owner湖南华腾制药有限公司