Synthesis method of (3-cyclopropylpyridin-2-yl) methylamine
A technology for the synthesis of cyclopropylpyridine and its method, which is applied in the field of synthesis of (3-cyclopropylpyridin-2-yl)methylamine, achieving the effects of high yield, simple operation and short route
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
preparation example Construction
[0025] A kind of synthetic method of (3-cyclopropylpyridin-2-yl) methylamine, this synthetic method comprises the steps:
[0026] (1) Dissolving 3-bromopyridine in an organic solvent, adding an oxidant at -10 to 0°C, and performing an oxidation reaction to obtain Compound A;
[0027] (2) Dissolve compound A in acetonitrile, under nitrogen protection, and carry out cyanation reaction with trimethylsilyl cyanide and triethylamine at 70-80°C to obtain compound B;
[0028] (3) Dissolve compound B in toluene, sequentially add cyclopropylboronic acid, potassium phosphate, tricyclohexylphosphine, water, and palladium acetate under nitrogen protection, and carry out coupling reaction at 100-105°C to obtain compound C;
[0029] (4) Dissolve compound C in methanol, add Raney nickel and ammonia water in a hydrogen atmosphere, and perform a reduction reaction to obtain (3-cyclopropylpyridin-2-yl)methylamine.
[0030] In the step (1), the organic solvent is dichloromethane, the oxidizing ...
Embodiment
[0035] Compound A: Synthesis of 3-bromopyridine monoxide
[0036]
[0037] Dissolve 20g of 3-bromopyridine in 300mL of organic solvent dichloromethane, add 48g of oxidant m-chloroperoxybenzoic acid at -10~0°C, stir, and carry out oxidation reaction for 3.5h, then add saturated carbonic acid under ice bath Sodium hydrogen aqueous solution 120mL, stirred for 30min, dichloromethane and methanol were mixed at a volume ratio of 8:1, extracted 7 times, and the organic phase was dried with anhydrous sodium sulfate, concentrated, and column chromatographed to obtain 20g of 3-bromo Pyridine monoxide, the yield is 90.8%.
[0038] Compound B: Synthesis of 3-bromopyridine-2-carbonitrile
[0039]
[0040] Dissolve 20 g of the prepared 3-bromopyridine monoxide in 300 mL of acetonitrile, under nitrogen protection, and 35 g of trimethylsilyl cyanide and 24 g of triethylamine at 70 to 80 ° C, reflux overnight to carry out cyanation reaction, After cooling, the reaction solution was pou...
PUM
![No PUM](https://static-eureka.patsnap.com/ssr/23.2.0/_nuxt/noPUMSmall.5c5f49c7.png)
Abstract
Description
Claims
Application Information
![application no application](https://static-eureka.patsnap.com/ssr/23.2.0/_nuxt/application.06fe782c.png)
- R&D Engineer
- R&D Manager
- IP Professional
- Industry Leading Data Capabilities
- Powerful AI technology
- Patent DNA Extraction
Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.
© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap