5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]thiophene-2-carboxylic Acid

Base Information

• Chemical Name: 5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]thiophene-2-carboxylic Acid
• CAS No.: 223499-20-5
• Molecular Formula: C₁₀H₇F₃N₂O₂S
• Molecular Weight: 276.239
• Hs Code.: 2934999090
• European Community (EC) Number: 672-823-9
• DSSTox Substance ID: DTXSID60379648
• Nikkaji Number: J2.864.937A
• Wikidata: Q82169546
• Mol file: 223499-20-5.mol

Synonyms:223499-20-5;5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]thiophene-2-carboxylic Acid;5-[1-METHYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOL-3-YL]THIOPHENE-2-CARBOXYLIC ACID;5-(1-METHYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOL-3-YL)THIOPHENE-2-CARBOXYLIC ACID;SCHEMBL2058323;DTXSID60379648;MGYVPTDPOYVOQK-UHFFFAOYSA-N;MFCD00206674;AKOS025116640;AB04776;PS-6665;CS-0315033;FT-0728427;C90433;5-[1-Methyl-5-(trifluoromethyl)-1H-pyrazole-3-yl]-2-thiophenecarboxylic acid;5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]thiophene-2-carboxylic acid, AldrichCPR

Chemical Property of 5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]thiophene-2-carboxylic Acid

Chemical Property:

• Melting Point: 188.6-190.5 °C
• Boiling Point: 416.7±45.0 °C(Predicted)
• PKA: 3.08±0.10(Predicted)
• PSA: 83.36000
• Density: 1.58±0.1 g/cm3(Predicted)
• LogP: 2.86560
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 276.01803313
• Heavy Atom Count: 18
• Complexity: 340

Purity/Quality:

98%min ^*data from raw suppliers

5-[1-Methyl-5-(trifluoromethyl)pyrazol-3-yl]thiophene-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=CC(=N1)C2=CC=C(S2)C(=O)O)C(F)(F)F

Technology Process of 5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]thiophene-2-carboxylic Acid

There total 8 articles about 5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]thiophene-2-carboxylic Acid 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: 91.0%

carbon dioxide (124-38-9,18923-20-1) + 1-methyl-3-(2-thienyl)-5-(trifluoromethyl)pyrazole (650615-64-8) → 5-(1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-thiophene-2-carboxylic acid (223499-20-5)

Guidance literature:

1-methyl-3-(2-thienyl)-5-(trifluoromethyl)pyrazole; With n-butyllithium; 2,2,6,6-tetramethylpiperidine; In tetrahydrofuran; at -78 - 20 ℃; for 1h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/acschemneuro.7b00282

Reference yield: 83.0%

5-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)thiophene-2-carboxyaldehyde (175202-93-4) → 5-(1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-thiophene-2-carboxylic acid (223499-20-5)

Guidance literature:

5-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)thiophene-2-carboxyaldehyde; With potassium permanganate; disodium hydrogenphosphate; In methanol; water; at 25 ℃; Continuous flow conditions; Sonication;

With hydrogenchloride; sodium thiosulfate; sodium chloride; In methanol; water; ethyl acetate;

DOI:10.1021/ol101345z

Reference yield: 83.0%

ethyl 5-(1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)thiophene-2-carboxylate → 5-(1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-thiophene-2-carboxylic acid (223499-20-5)

Guidance literature:

With water; sodium hydroxide; In 1,4-dioxane; at 20 ℃; for 16h;

DOI:10.1021/acschemneuro.7b00282

upstream raw materials:

5-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)thiophene-2-carboxyaldehyde

5-acetyl-thiophene-2-carboxylic acid ethyl ester

5-trifluoromethyl-3-hydroxy-1-methylpyrazole

ethyl 5-(4,4,4-trifluoro-3-oxobutanoyl)thiophene-2-carboxylate

Downstream raw materials:

5-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-thiophene-2-carboxylic acid phenylamide

[4-(4-fluoro-phenyl)-piperazin-1-yl]-[5-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-thiophen-2-yl]-methanone

C₁₇H₁₃ClF₃N₃OS

Refernces

• 1、 Sedelmeier, Joerg,Ley, Steven V.,Baxendale, Ian R.,Baumann, Marcus. "KMnO4-mediated oxidation as a continuous flow process". supporting information; experimental part. p. 3618 - 3621. Retrieved 2010/11/17.
• 2、 -. "Pyrazole derivative". . . Retrieved 2008/06/13.