Production process of 4-chloropyrrolo[2,3-d]pyrimidine

A production process, 3-D technology, applied in the direction of organic chemistry, etc., can solve the problems of long production cycle and complicated separation process, and achieve the effect of shortening the reaction cycle, reaction and post-processing time

Active Publication Date: 2021-10-26
ZHEJIANG QIMING BIOCHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented technology involves preparing two types of chemical called cytotronically active substances (CSTR) from certain compounds that are used for treatments such as cancer or inflammations caused due to various factors like viruses or other diseases. These CSTR's have potential benefits over existing drugs because they don’t require expensive medicines themselves but instead take advantage of their ability to target specific parts within cells where it works better than current therapies.

Problems solved by technology

Technological Problem: Current methods involve complicated processes or require multiple steps during manufacturing these compounds due to their high cost compared to commercially available products like ivermafenodiran®and targazolonebenezolidnefors.

Method used

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  • Production process of 4-chloropyrrolo[2,3-d]pyrimidine
  • Production process of 4-chloropyrrolo[2,3-d]pyrimidine
  • Production process of 4-chloropyrrolo[2,3-d]pyrimidine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] A production process of 4-chloropyrrolo[2,3-d]pyrimidine, comprising the steps of:

[0039] S1. Add compound I and compound II to mixed solvent I, and carry out a heating reaction under the catalysis of base I to obtain compound III;

[0040] S2. Add sodium alkoxide I to alcohol solvent II, add compound IV and compound III to carry out temperature rise reaction, add organic solvent III, organic solvent IV and compound V, and carry out temperature rise reaction to obtain 4-chloropyrrolo[2,3 -d] pyrimidine solid;

[0041] where compound I is Compound II is Compound III is Compound IV is formamidine acetate; Compound V is POCl 3 ;

[0042]In step S1, mixed solvent I is a mixture of one of toluene, methyl tert-butyl ether and n-heptane and N,N-dimethylformamide; base I is potassium carbonate, sodium carbonate and sodium ethylate A sort of;

[0043] In step S2, sodium alkoxide I is one of sodium ethylate, sodium methylate, potassium ethylate and potassium methylate; a

Embodiment 2

[0049] A production process of 4-chloropyrrolo[2,3-d]pyrimidine, comprising the steps of:

[0050] S1. Add compound I and compound II to mixed solvent I, and carry out a heating reaction under the catalysis of base I to obtain compound III;

[0051] S2. Add sodium alkoxide I to alcohol solvent II, add compound IV and compound III to carry out temperature rise reaction, add organic solvent III, organic solvent IV and compound V, and carry out temperature rise reaction to obtain 4-chloropyrrolo[2,3 -d] pyrimidine crude product;

[0052] where compound I is Compound II is Compound III is Compound IV is formamidine acetate; Compound V is POCl 3 ;

[0053] In step S1, mixed solvent I is a mixture of one of toluene, methyl tert-butyl ether and n-heptane and N,N-dimethylformamide; base I is potassium carbonate, sodium carbonate and sodium ethylate A sort of;

[0054] In step S2, sodium alkoxide I is one of sodium ethylate, sodium methylate, potassium ethylate and potassium met

Embodiment 3

[0060] A production process of 4-chloropyrrolo[2,3-d]pyrimidine, comprising the steps of:

[0061] S1. Add compound I and compound II to mixed solvent I, and carry out a heating reaction under the catalysis of base I to obtain compound III;

[0062] S2. Add sodium alkoxide I to alcohol solvent II, add compound IV and compound III to carry out temperature rise reaction, add organic solvent III, organic solvent IV and compound V, and carry out temperature rise reaction to obtain 4-chloropyrrolo[2,3 -d] pyrimidine crude product;

[0063] where compound I is Compound II is Compound III is Compound IV is formamidine acetate; Compound V is POCl 3 ;

[0064] In step S1, mixed solvent I is a mixture of one of toluene, methyl tert-butyl ether and n-heptane and N,N-dimethylformamide; base I is potassium carbonate, sodium carbonate and sodium ethylate A sort of;

[0065] In step S2, sodium alkoxide I is one of sodium ethylate, sodium methylate, potassium ethylate and potassium met

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Abstract

The invention relates to the field of medical intermediates, and particularly discloses a production process of 4-chloropyrrolo[2,3-d]pyrimidine, which comprises the following steps: S1, adding a compound I and a compound II into a mixed solvent I, and carrying out heating reaction under the catalysis of alkali I to obtain a compound III; and S2, adding sodium alkoxide I into an alcohol solvent II, adding a compound IV and a compound III for a heating reaction, and adding an organic solvent III, an organic solvent IV and a compound V for a heating reaction, so as to obtain a 4-chloropyrrolo [2, 3-d] pyrimidine crude product, wherein the compound I is shown in the specification, the compound II is shown in the specification, the compound III is shown in the specification, the compound IV is formamidine acetate, and the compound V is POCl3. According to the preparation method, he bromo-acetaldehyde dimethyl acetal and ethyl cyanoacetate are subjected to a reflux reaction, and prepared ethyl 2-cyano-4,4-methoxybutyrate and the formamidine acetate are subjected to one-pot chlorination reaction, so that the reaction period is greatly shortened.

Description

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Claims

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Application Information

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Owner ZHEJIANG QIMING BIOCHEM TECH
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