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

Synthetic method of tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate

A diazepine and tert-butyl technology, applied in the field of synthesis of tert-butyl 7-hydroxy-7,8-dihydro-4H-pyrazolodiazepine 5(6H) carboxylate, reaching Reasonable design of reaction process and the effect of saving synthesis cost

Active Publication Date: 2017-10-10
武汉药明康德新药开发有限公司
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is currently no complete synthetic route report

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
  • Synthetic method of tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate
  • Synthetic method of tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate
  • Synthetic method of tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0009] Synthesis of (E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one

[0010]

[0011] 14.8 Kg of compound 1 was dissolved in 14.9 Kg of dimethylformamide dimethyl acetal. The mixture was magnetically stirred at 100°C for 2 hours. After the reaction was completed, it was concentrated in vacuo to obtain 20.4 Kg of crude compound 2, which was directly used in the next step.

[0012] Synthesis of 3-(Dimethoxymethyl)-1H-pyrazole

[0013]

[0014] 10.5 kg of hydrazine hydrate was added dropwise to 20.4 kg of compound 2 in 35L of aqueous solution at 0-25°C. The mixture was then magnetically stirred at 15°C for 16 hours. After the reaction, the reaction solution was extracted with 5 L of ethyl acetate for 5 times, the combined organic phases were washed once with saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo to obtain 13.8 kg of crude compound 3 for the next reaction.

[0015] Synthesis of 1H-pyrazole-3-carbaldehyde

[0016]

[0017] 2....

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 relates to a synthetic method of tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate and mainly solves the technical problems of low perfect ratio of a route, difficulty in reaction control, inconvenience in experiment operation and the like in the conventional synthetic process. Tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate is prepared from 1,1-dimethoxypropane-2-one serving as a starting material through six steps of reactions. The equation is shown in the specification. The obtained product diazepine is a useful intermediate or product for synthesis of various drugs.

Description

technical field [0001] The present invention relates to a synthetic method of tert-butyl 7-hydroxyl-7,8-dihydro-4H-pyrazolodiazepine 5(6H)carboxylate, namely tert-butyl 7-hydroxyl-7,8-di Synthesis of Hydrogen-4H-pyrazolo[1,5-a][1,4]diazepine-5(6H)-carboxylate. Background technique [0002] tert-butyl 7-hydroxy-7,8-dihydro-4H-pyrazolo[1,5-a][1,4]diazepine-5(6H)-carboxylate (MDL: MFCD28119049) and Related derivatives have important applications in medicinal chemistry and organic synthesis and have excellent prospects. However, there is no complete synthetic route report so far. Therefore, it is of great significance to develop a synthetic method that is easy to obtain cheap raw materials, easy to operate, easy to control the reaction in batch production, and suitable for the overall yield. Contents of the invention [0003] The purpose of this invention is to develop a kind of raw material is cheap, easy to operate, can be enlarged, six steps higher yield tert-butyl 7-hyd...

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): C07D487/04
CPCC07D487/04
Inventor 徐学芹周强安自强刘月领何燕平焦家盛王瑞琪吴艳徐富军于凌波马汝建
Owner 武汉药明康德新药开发有限公司