449758-17-2

Basic information

• Product Name: 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole
• Synonyms: 1-(2-Tetrahydropyranyl)-1H-pyrazole;1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole;1-(oxan-2-yl)-1H-pyrazole;1-(2-Tetrahydropyranyl)pyrazole;1-(Tetrahydro-pyran-2-yl)-1H-pyrazole;1-(2-Tetrahydropyranyl)-1H-pyrazole 95%;1-(2-Tetrahydropyranyl)
• CAS NO: 449758-17-2
• Molecular Formula: C₈H₁₂N₂O
• Molecular Weight: 152.2
• Mol File: 449758-17-2.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 269.8±33.0℃ (760 Torr)
• Flash Point: 104 °C
• Appearance: Colorless to pale yellow/Liquid
• Density: 1.084 g/mL at 25 °C
• Refractive Index: n20/D 1.503
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.08±0.19(Predicted)
• CAS DataBase Reference: 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole(449758-17-2)
• EPA Substance Registry System: 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole(449758-17-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 449758-17-2(Hazardous Substances Data)

Usage

Uses

1-THP-protected 1H-pyrazole as the valuable starter for the preparation of pyrazolylboronic ester, which is useful in the synthesis of pyrazoloisoindoles and other pyrazole derivatives

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 142-68-7 TETRAHYDROPYRANE 
• 288-13-1 NH-pyrazole 
• 903550-26-5 1-tetrahydropyran-1H-pyrazolylboronic ester 
• 1357587-46-2 N-(3-bromo-2-fluorophenyl)-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide 
• 848440-23-3 (3-bromo-2-fluorophenyl)carbamic acid tert-butyl ester 

Downstream Products

• 376584-63-3 1H-pyrazole-5-boronic acid 
• 903550-29-8 2-[2-(tetrahydro-pyran-2-yl)-2H-pyrazol-3-yl]-benzoic acid methyl ester 
• 943615-32-5 C₁₇H₂₀N₂O₄ 
• 943615-48-3 C₁₅H₁₆N₂O₃ 
• 943615-49-4 C₁₆H₁₈N₂O₄ 
• 943615-59-6 C₁₅H₁₅FN₂O₃ 
• 903550-31-2 5-(2-chloro-phenyl)-1-(tetrahydro-pyran-2-yl)-1H-pyrazole 
• 903550-33-4 5-(3-methoxy-phenyl)-1-(tetrahydro-pyran-2-yl)-1H-pyrazole 
• 903550-27-6 1-(tetrahydro-pyran-2-yl)-5-p-tolyl-1H-pyrazole 
• 903550-30-1 5-(2-bromo-phenyl)-1-(tetrahydro-pyran-2-yl)-1H-pyrazole 
• 903550-32-3 1-(tetrahydro-pyran-2-yl)-5-(2-vinyl-phenyl)-1H-pyrazole 
• 903550-34-5 2-[2-(tetrahydro-pyran-2-yl)-2H-pyrazol-3-yl]-benzonitrile 
• 903550-28-7 2-[2-(tetrahydro-pyran-2-yl)-2H-pyrazol-3-yl]-benzoic acid ethyl ester 
• 903550-26-5 1-tetrahydropyran-1H-pyrazolylboronic ester 

Relevant articles and documents

Green protection of pyrazole, thermal isomerization and deprotection of tetrahydropyranylpyrazoles, and high-yield, one-pot synthesis of 3(5)-alkylpyrazoles

We report a new synthetic approach that opens up the possibility of large scale, one-pot pyrazole derivatization by a wide variety of functionalities, including alkyl, halogen, hydroxyl, amino, azido, carbonyl, and organo-element (e.g., B, Si, P) groups. The approach is illustrated by the highly efficient synthesis of fourteen 3(5)-alkylpyrazoles, including the novel isopentyl- and n-hexadecyl derivatives, as well as 1,6-bis(pyrazol-3(5)-yl)hexane. The value of the new approach lies in the discovery of a green (solvent- and catalyst-free, quantitative) protection of pyrazole, followed by a high-yield lithiation/alkylation/deprotection sequence in the same pot. For the first time, the corresponding N-tetrahydropyran-2-yl (THP) intermediates have been isolated and characterized. Thermal isomerization of the 5-alkyl-1-(THP) to the 3-alkyl-1-(THP) isomer is shown to be an advantageous, green alternative to the acid-catalyzed, sequential protecting-group switching methodology in pyrazole chemistry. The X-ray crystal structures of 1,6-bis(pyrazol-3(5)-yl)hexane and 5-n-hexadecyl-1-(tetrahydropyran-2-yl)pyrazole reveal supramolecular architectures that shine light on the remarkable affinity for water and unexpected insolubility in organic solvents of alkylene-bridged bis(pyrazoles). 3(5)-Alkylpyrazoles are obtained in high yield from pyrazole by a one-pot procedure.

Thiofunctionalization of Electron-Rich Heteroarenes through Magnesiation and Trapping with Octasulfur

Herein we report a site-selective and thiol-free thiofunctionalization of electron-rich heteroarenes. After a selective ortho-magnesiation, the use of S8 followed by an electrophile allows direct access to S-alkyl or -aryl derivatives. In situ oxidation provides the corresponding sulfoxide and sulfone derivatives. Applying this protocol, Cerlapirdine was prepared in 4 steps with 28% overall yield. (Figure presented.).

HETEROCYCLIC COMPOUND, PHARMACEUTICAL COMPOSITION COMPRISING SAME, PREPARATION METHOD THEREFOR, AND USE THEREOF

The present invention relates to a heterocyclic compound, a pharmaceutical composition comprising same, a preparation method therefor, and a use thereof. Specifically, the compound of the present invention is represented by formula (I), and used for preventing or treating a disease or condition related to RET activity.

GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE

Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with the enzyme glycolate oxidase (GO). Such diseases or disorders include, for example, disorders of glyoxylate metabolism, including primary hyperoxaluria, that are associated with production of excessive amounts of oxalate.