18385-87-0

Usage

Uses

Used in Pharmaceutical Industry:
6-Bromo-2H-chromene is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure and potential pharmacological properties make it a valuable building block for the development of new drugs with diverse therapeutic applications.
Used in Organic Synthesis:
6-Bromo-2H-chromene serves as a versatile starting material in organic synthesis, allowing for the preparation of a wide range of chemical compounds. Its reactivity and functional groups enable various chemical transformations, making it a useful component in the synthesis of complex organic molecules.
Used in Medicinal Chemistry:
6-Bromo-2H-chromene is used as a scaffold in medicinal chemistry for the design and development of novel therapeutic agents. Its potential anti-cancer and anti-inflammatory effects have attracted the interest of researchers, who are exploring its use in the treatment of various diseases and conditions.
Used in Fine Chemicals Production:
6-Bromo-2H-chromene may also find applications in the production of fine chemicals, which are high-purity chemical compounds used in various industries, including pharmaceuticals, agriculture, and materials science. Its unique properties and potential applications make it a valuable component in the synthesis of specialty chemicals.

InChI:InChI=1/C9H7BrO/c10-8-3-4-9-7(6-8)2-1-5-11-9/h1-4,6H,5H2

Upstream product

• 106-41-2 4-bromo-phenol 
• 33133-45-8 1-bromo-4-(prop-2-ynyloxy)benzene 
• 93670-18-9 3-(4-bromophenyloxy)-propionic acid 
• 1429628-96-5 4-bromo-2-(1-hydroxyallyl)phenol 
• 49660-57-3 6-bromochroman-4-one 
• 18385-77-8 6-bromo chroman-4-ol 
• 1761-61-1 5-bromosalicyclaldehyde 
• 40359-62-4 2-allyloxy-5-bromobenzaldehyde 
• 624-65-7 2-propynyl chloride 
• 23250-03-5 β-hydroxyethyltriphenylphosphonium chloride 

Downstream Products

• 70695-78-2 (3R,4S)-4-amino-6-bromochroman-3-ol 
• 1373215-42-9 4-fluoro-N-[(3R,4S)-3-hydroxy-6-piperazin-1-yl-chroman-4-yl]benzamide hydrochloride 
• 1373215-45-2 4-fluoro-N-((3R,4S)-3-hydroxy-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-4-yl)benzamide 
• 1373215-50-9 4-fluoro-N-((3R,4S)-3-hydroxy-6-(piperazin-1-yl)chroman-4-yl)benzamide 
• 1373215-15-6 (3R,4S)-4-(4-fluorobenzamido)-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-3-yl methylcarbamate 
• 1346936-72-8 6-bromo-2-(4-methoxyphenyl)-2H-chromene 

Relevant academic research and scientific papers

Diastereoselective Synthesis of Cyclic sp 3 -Enriched cis -β-Alkoxysulfonyl Chlorides

A three-step synthesis of β-alkoxy-substituted alicyclic sulfonyl chlorides from cyclic alkenes and alcohols is reported. The scope of the method was studied for a range of the substrates with various steric and electronic properties. The title compounds were obtained on a hundred-gram scale in up to 52% overall yield scale as single cis -diastereomers.

Synthesis of 2 h-chromenes via hydrazine-catalyzed ring-closing carbonyl-olefin metathesis

The catalytic ring-closing carbonyl-olefin metathesis (RCCOM) of O-Allyl salicylaldehydes to form 2H-chromenes is described. The method utilizes a [2.2.1]-bicyclic hydrazine catalyst and operates via a [3 + 2]/retro-[3 + 2] metathesis manifold. The nature of the allyl substitution pattern was found to be crucial, with sterically demanding groups such as adamantylidene or diethylidene offering optimal outcomes. A survey of substrate scope is shown along with a discussion of mechanism supported by DFT calculations. Steric pressure arising from syn-pentane minimization of the diethylidene moiety is proposed to facilitate cycloreversion.

Copper-Catalyzed Asymmetric Hydroboration of 2 H-Chromenes Using a Chiral Diphosphine Ligand

A highly regioselective asymmetric hydroboration of 2H-chromenes catalyzed by the complex of CuCl and diphosphine ligand (S,R)-DuanPhos has been realized under mild conditions to produce 3-boryl chromans, achieving good yields and excellent enantioselectivities up to 96% ee. This work provides an efficient approach to the synthesis of chiral 3-boryl chromans and derivatives.

Solid phase synthesis method of 2H-benzopyran compounds

The invention discloses a solid phase synthesis method of 2H-benzopyron compounds (I), and belongs to the field of organic chemistry. The method comprises the following steps: (1) taking crosslinked polystyrene resin (1%) as the carrier to prepare a selen

2H-chromenes generated by an iron(III) complex-catalyzed allylic cyclization

A straightforward method based on an iron(III) complex-catalyzed cyclization of 2-(1-hydroxyallyl)phenols is reported to access a large variety of 2H-chromenes. This method was applied to the total synthesis of a natural product, tephrowatsin B.

Indium-catalyzed intramolecular hydroarylation of aryl propargyl ethers

Indium(iii) halides catalyze efficiently the intramolecular hydroarylation (IMHA) of aryl propargyl ethers. The reaction proceeds regioselectively with terminal and internal alkynes bearing electron-rich and electron-deficient substituents in the benzenes

Cathepsin S Inhibitor Compounds

The present invention provides a compound of Formula (I): or a pharmaceutically acceptable salt thereof. Also, the present invention provides a pharmaceutical composition comprising a compound of Formula (I) or a pharmaceutically acceptable salt thereof with a pharmaceutically acceptable diluent or carrier. The present invention further provides methods for treating abdominal aortic aneurysm, plaque instability, atherosclerosis, or autoimmune disorders such as rheumatoid arthritis, psoriasis, and lupus comprising administering a therapeutically effective amount of a compound of Formula (I) or a pharmaceutically acceptable salt thereof or a pharmaceutical composition comprising a compound of Formula (I) or pharmaceutically acceptable salt thereof and a pharmaceutically acceptable diluent or carrier.

Gold nanoparticles supported on TiO2 catalyse the cycloisomerisation/oxidative dimerisation of aryl propargyl ethers

Gold nanoparticles supported on TiO2 (～1%) catalyse in high yields the selective cycloisomerisation of aryl propargyl ethers into the corresponding 2H-chromenes, under heterogeneous conditions. 2H,2′H-3, 3′-Bichromenes resulting from a catalytic oxidative dimerization pathway are also formed as by-products. The Royal Society of Chemistry 2011.

SPIROAMINOOXAZOLINE ANALOGUES AS ALPHA2C ADRENERGIC RECEPTOR MODULATORS

In its many embodiments, the present invention provides a novel class of spiroaminooxazoline analogues as modulators of α2C adrenergic receptor, methods of preparing such compounds, pharmaceutical compositions containing one or more such compounds, methods of preparing pharmaceutical formulations comprising one or more such compounds, and methods of treatment, prevention, inhibition, or amelioration of one or more conditions associated with the α2C adrenergic receptors using such compounds or pharmaceutical compositions.

BIARYL SPIROAMINOOXAZOLINE ANALOGUES AS ALPHA2C ADRENERGIC RECEPTOR MODULATORS

In its many embodiments, the present invention provides a novel class of biaryi spiroaminooxazoline analogues as modulators of α2C adrenergic receptor agonists, methods of preparing such compounds, pharmaceutical compositions containing one or more such c