Asymmetrically catalyzed synthesis method of nitropyrazole amide compound
US10464899B2 · kind B2 · utility
Inventors
Key dates
| Filing date | Jun 12, 2015 |
| Grant date | Nov 5, 2019 |
| Priority date | — |
| Expiry date | Aug 23, 2035 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D409/06
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A synthesis method of γ-nitropyrazole amide compound through asymmetrical catalyzing technique is provided, a nitroalkane and an α,β-unsaturated pyrazole amide are applied as the raw material, a complex formed by a chiral amine oxide with a rare earth metal compound is served as the catalyst, a 4 Å molecular sieve is served as an additive, the γ-nitropyrazole amide compound can be obtained with a yield more than 99% and enantiomeric excess more than 99% ee. The catalytic system not only has the advantages of simple operation, mild reaction conditions, requiring no acid/base additives, convenient product purification, high yield and enatioselectivity, compliance with green atomic economy, and promising prospects for industrial application, but also allows the obtained γ-nitropyrazole amide compound to undergo some simple chemical conversions to produce some molecules having physiological activities.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.