5-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-yltrifluoromethanesulfonate

Base Information

• Chemical Name: 5-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-yltrifluoromethanesulfonate
• CAS No.: 623577-34-4
• Molecular Formula: C11H8 F4 N2 O3 S
• Molecular Weight: 324.256
• Mol file: 623577-34-4.mol

Synonyms:Methanesulfonicacid, trifluoro-, 5-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-yl ester (9CI);Trifluoromethanesulfonic acid 5-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-yl ester

Chemical Property of 5-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-yltrifluoromethanesulfonate

Chemical Property:

• PSA: 69.57000
• LogP: 3.53540

Purity/Quality:

97% ^*data from raw suppliers

5-(4-FLUOROPHENYL)-1-METHYL-1H-PYRAZOL-3-YLTRIFLUOROMETHANESULFONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-yltrifluoromethanesulfonate

There total 3 articles about 5-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-yltrifluoromethanesulfonate 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: 96.0%

trifluoromethylsulfonic anhydride (358-23-6) + 5-(4-fluorophenyl)-3-hydroxy-1-methyl-1H-pyrazole (623577-33-3) → trifluoromethanesulfonic acid 5-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-yl ester (623577-34-4)

Guidance literature:

With pyridine; at -20 - 20 ℃;

DOI:10.1055/s-2004-820020

Reference yield: 89.0%

5-(4-fluorophenyl)-1-methyl-1, 2-dihydropyrazol-3-one (623577-33-3) + trifluoromethylsulfonic anhydride (358-23-6) → trifluoromethanesulfonic acid 5-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-yl ester (623577-34-4)

Guidance literature:

With pyridine; In pyridine; for 2h;

Reference yield:

methyl 4-fluorobenzoyl acetate (63131-29-3) → trifluoromethanesulfonic acid 5-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-yl ester (623577-34-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / Ph₃PO; (CF₃CO)2O; Et₃N / 1,2-dichloro-ethane / Heating

2: 60 percent / aq. ethanol / 7 h / 60 °C

3: 96 percent / pyridine / -20 - 20 °C

With pyridine; triethylamine; Triphenylphosphine oxide; trifluoroacetic anhydride; In ethanol; 1,2-dichloro-ethane;

DOI:10.1055/s-2004-820020

upstream raw materials:

trifluoromethylsulfonic anhydride

5-(4-fluorophenyl)-3-hydroxy-1-methyl-1H-pyrazole

methyl 4-fluorobenzoyl acetate

5-(4-fluorophenyl)-1-methyl-1, 2-dihydropyrazol-3-one

Downstream raw materials:

C₂₃H₂₁FN₂O

3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-yl]benzorlitrile

Refernces

• 1、 Bourrain, Sylvie,Ridgill, Mark,Collins, Ian. "Regioselective rapid analogue syntheses of 1-methyl-3,5-diarylpyrazoles via palladium-catalysed coupling to 3(5)-pyrazolyl nonaflates". . p. 795 - 798. Retrieved 2007/10/03.
• 2、 -. "SULFONAMIDES, SULFAMATES AND SULFAMIDES AS GAMMA-SECRETASE INHIBITORS". Page/Page column 15. . Retrieved 2008/06/13.