26267-89-0

Basic information

• Product Name: 3,4-Dihydro-2H-pyrano[2,3-b]pyridine
• Synonyms: 3,4-Dihydro-2H-pyrano[2,3-b]pyridine;2H-Pyrano[2,3-b]pyridine, 3,4-dihydro-
• CAS NO: 26267-89-0
• Molecular Formula: C8H9NO
• Molecular Weight: 135.16316
• Mol File: 26267-89-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,4-Dihydro-2H-pyrano[2,3-b]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dihydro-2H-pyrano[2,3-b]pyridine(26267-89-0)
• EPA Substance Registry System: 3,4-Dihydro-2H-pyrano[2,3-b]pyridine(26267-89-0)

Safety Data

• Hazardous Substances Data: 26267-89-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,4-Dihydro-2H-pyrano[2,3-b]pyridine is utilized as a therapeutic agent for the treatment of various diseases, such as cancer and neurodegenerative disorders. Its potential in modulating biological targets makes it a valuable compound for developing new treatments and therapies.
Used in Drug Discovery and Development:
3,4-Dihydro-2H-pyrano[2,3-b]pyridine serves as a scaffold for the development of new drug candidates with potential pharmacological activities. Its unique structure allows for the design and synthesis of novel compounds with improved efficacy and selectivity in targeting specific biological pathways.

Upstream product

• 254-67-1 2H-pyrano[2,3-b]pyridine 
• 105783-92-4 3-(4-pentynyloxy)-1,2,4-triazine 
• 5390-04-5 pent-1-yn-5-ol 
• 15441-49-3 1-(2-ethoxy-pyridin-3-yl)-propane-1,3-diol 
• 1228666-24-7 6-fluoro-3,4-dihydro-2H-pyrano[2,3-b]pyridine 
• 128071-75-0 2-bromopyridine-3-carboxaldehyde 
• 109-04-6 2-bromo-pyridine 

Downstream Products

• 115170-38-2 6-bromo-2,3-dihydropyrano<2,3-b>pyridine 

Relevant articles and documents

Synthesis method of 3, 4-dihydro-2H-pyrano [2, 3-b] pyridine

The invention relates to a synthesis method of 3, 4-dihydro-2H-pyrano [2, 3-b] pyridine. The problems of difficult availability of raw materials, expensive reagents, complicated operation, high risk, high energy consumption and the like in the existing route are mainly solved. The method is realized through the following technical scheme: (1) reacting 2-bromopyridine with a formylation reagent under the action of alkali to generate 2-bromo-3-formylpyridine; (2) reacting an aldehyde group of the 2-bromine-3-formylpyridine with triethyl phosphonoacetate to generate 2-bromine-3-pyridine ethyl acrylate; (3) simultaneously reducing double bonds and ester groups of 2-bromo-3-pyridine ethyl acrylate by lithium borohydride in one step while enabling bromine not to be influenced, so as to obtain 2-bromo-3-pyridine propanol; and (4) carrying out ring closing on the 2-bromo-3-pyridyl propanol under the action of alkali to obtain a target compound.

Palladium catalyzed hydrodefluorination of fluoro-(hetero)arenes

Palladium catalyzed hydrodefluorination was developed for fine-tuning the properties of fluoro-(hetero)aromatic compounds. The robust reaction can be set up in air, requires only commercially available components, and tolerates a variety of heterocycles and functionalities relevant to drug discovery. Given the prevalence of fluorine incorporation around metabolic hotspots, the corresponding deuterodefluorination reaction may prove useful for converting fluorinated libraries to deuterated analogues to suppress the oxidative metabolism by kinetic isotope effects.

FURTHER INTRAMOLECULAR REACTIONS OF 1,2,4-TRIAZINES. SYNTHESIS OF FUROPYRIDINES AND DIHYDROPYRANOPYRIDINES

3-(3-Butynyloxy)- and 3-(4-pentynyloxy)-1,2,4-triazines undergo facile intramolecular Diels-Alder reactions to yield 2,3-dihydrofuro(2,3-b)pyridines and dihydropyrano(2,3-b)-pyridines respectively.The former are readily dehydrogenated with DDQ to furo(2,3