1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole

Base Information

• Chemical Name: 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole
• CAS No.: 449758-17-2
• Molecular Formula: C8H12N2O
• Molecular Weight: 152.196
• Hs Code.: 2934999090
• Mol file: 449758-17-2.mol

Synonyms:1-(2-Tetrahydropyranyl)-1H-pyrazole;2-Pyrazolyl-2H-3,4,5,6-tetrahydropyran;

Chemical Property of 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole

Chemical Property:

• Refractive Index: n20/D 1.503
• Boiling Point: 269.766 °C at 760 mmHg
• PKA: 2.08±0.19(Predicted)
• Flash Point: 116.95 °C
• PSA: 27.05000
• Density: 1.206 g/cm³
• LogP: 1.58220
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99.9% ^*data from raw suppliers

1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• 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

Technology Process of 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole

There total 8 articles about 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3,4-dihydro-2H-pyran (110-87-2) + NH-pyrazole (288-13-1) → 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (449758-17-2)

Guidance literature:

With trifluoroacetic acid; Heating;

DOI:10.1016/j.tetlet.2006.04.125 DOI:10.1016/j.tetlet.2007.04.004

Reference yield: 100.0%

3,4-dihydro-2H-pyran (110-87-2) + NH-pyrazole (288-13-1) → 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (449758-17-2)

Guidance literature:

With trifluoroacetic acid; at 100 ℃; for 12h;

DOI:10.1002/cmdc.201500401

Reference yield: 76.0%

TETRAHYDROPYRANE (142-68-7) + NH-pyrazole (288-13-1) → 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (449758-17-2)

Guidance literature:

With tert.-butylhydroperoxide; tetrakis(tetrabutylammonium)decatungstate(VI); In acetonitrile; at 20 ℃; for 16h; regioselective reaction; Inert atmosphere; Irradiation;

DOI:10.1002/anie.202104682

upstream raw materials:

3,4-dihydro-2H-pyran

NH-pyrazole

1-tetrahydropyran-1H-pyrazolylboronic ester

(3-bromo-2-fluorophenyl)carbamic acid tert-butyl ester

Downstream raw materials:

1-tetrahydropyran-1H-pyrazolylboronic ester

[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl]boronic acid

tert-butyl (S)-1-(5-(1H-pyrazol-5-yl)pyridin-3-ylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

1-(tetrahydro-2H-pyran-2-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Refernces

• 1、 Ahmed, Basil M.,Zhang, Huaiyu,Mo, Yirong,Mezei, Gellert. "Drastic Deprotonation Reactivity Difference of 3- and 5-Alkylpyrazole Isomers, Their I2-Catalyzed Thermal Isomerization, and Telescoping Synthesis of 3,5-Dialkylpyrazoles: The Adjacent Lone Pair Effect Demystified". . p. 1718 - 1722. Retrieved 2016.
• 2、 -. "METHODS FOR THE PREPARATION OF 5-BROMO-2-(3-CHLORO-PYRIDIN-2-YL)-2H-PYRAZOLE-3-CARBOXYLIC ACID". Paragraph 0281-0284. . Retrieved 2021/04/23.
• 3、 Capaldo, Luca,Frederick, Michael O.,García-Losada, Pablo,Laudadio, Gabriele,Mateos, Carlos,No?l, Timothy,Nu?o, Manuel,Nyuchev, Alexander V.,Rincón, Juan A.,Wan, Ting. "Decatungstate-Mediated C(sp3)–H Heteroarylation via Radical-Polar Crossover in Batch and Flow". supporting information. p. 17893 - 17897. Retrieved 2021/07/14.