Compounds for treating myocardial ischemia, and application of compounds
A technology of compounds and nitrogen oxides, which is applied in the field of medicine, can solve problems that affect the quality of life of patients, the efficacy of drugs is not completely the same, and there is no effect.
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
specific Embodiment approach
[0057] Hereinafter, the present invention is described in more detail to facilitate understanding of the present invention.
[0058] Those skilled in the art will recognize that the chemical reactions described herein can be used to suitably prepare many other compounds of the invention and that other methods for preparing the compounds of the invention are considered to be within the scope of the invention Inside. For example, the synthesis of those non-exemplified compounds according to the present invention can be successfully accomplished by those skilled in the art through modification methods, such as appropriate protection of interfering groups, by using other known reagents in addition to those described in the present invention, or by incorporating Reaction conditions with some routine modifications. In addition, reactions disclosed herein or known reaction conditions are also recognized to be applicable to the preparation of other compounds of this invention.
Embodiment 1
[0059] Example 1: (3-(5-(6-(2-methoxyethoxy)pyridin-2-yl)-1,3,4-oxadiazol-2-yl)-3,4-di Hydroquinolin-1(2H)-yl)(5-methylthiophen-2-yl)methanone (compound OADA-1)
[0060]
[0061] Step 1: Mix 1-(5-methylthiophene-2-carbonyl)-1,2,3,4-tetrahydroquinoline-3-carboxylic acid (5.0 mmol) and 6-(2-methoxyethoxy base) picidinecarbohydrazide (5.0mmol) was suspended in 50mL THF, then EDC (1.6g), HOBt (1.1g) was added, and pyridine (3mL) was added dropwise, stirred and reacted at room temperature for 24 hours, filtered, and the filter cake was After washing with tetrahydrofuran, an off-white solid was obtained, which was dried to obtain a bishydrazide intermediate, which was used in the next step without purification.
[0062] Step 2: Suspend the bishydrazide obtained in the previous step in 50 mL of dry tetrahydrofuran solution, add methyl N-(triethylammoniumsulfonyl)carbamate (Burgess reagent) (2 g), and heat up to reflux for 4 hours. Filter after cooling, collect the filtrate, evap...
Embodiment 2
[0067] Example 2: (3-(5-(3,5-dibromopyridin-2-yl)-1,3,4-oxadiazol-2-yl)-3,4-dihydroquinoline-1( 2H)-yl)(1-methylpyrrolidin-3-yl)methanone (compound OADA-2)
[0068]
[0069] Synthesized by a method similar to Example 1, using 1-(1-methylpyrrolidine-3-carbonyl)-1,2,3,4-tetrahydroquinoline-3-carboxylic acid instead of 1-(5-methyl thiophene-2-carbonyl)-1,2,3,4-tetrahydroquinoline-3-carboxylic acid, replacing 6-(2-methoxyethoxy) with 3,5-dibromopicolinylhydrazide Picolinyl hydrazide, to obtain the target compound, the two-step total yield of 79.5%.
[0070] Mass Spectrum (ESI): 546.01[M+H] +
[0071] Elemental analysis: theoretical value C, 48.28; H, 3.87; Br, 29.20; N, 12.80; O, 5.85
[0072] Found C, 48.41; H, 3.99; Br, 29.05; N, 12.71; O, 5.84.
PUM
Abstract
Description
Claims
Application Information
- 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, Popular Technical Reports.
© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com