3-(4-Fluorophenyl)-5-methylisoxazole-4-carboxylic acid

Base Information

• Chemical Name: 3-(4-Fluorophenyl)-5-methylisoxazole-4-carboxylic acid
• CAS No.: 1736-21-6
• Molecular Formula: C11H8FNO3
• Molecular Weight: 221.188
• Hs Code.: 2934999090
• European Community (EC) Number: 681-381-6
• DSSTox Substance ID: DTXSID50381699
• Nikkaji Number: J3.135.976G
• Wikidata: Q82172696
• Mol file: 1736-21-6.mol

Synonyms:1736-21-6;3-(4-fluorophenyl)-5-methylisoxazole-4-carboxylic acid;3-(4-fluorophenyl)-5-methyl-1,2-oxazole-4-carboxylic acid;3-(4-Fluorophenyl)-5-Methyl-4-Isoxazolecarboxylic Acid;4-Isoxazolecarboxylic acid, 3-(4-fluorophenyl)-5-methyl-;SDCCGMLS-0066165.P001;SCHEMBL457706;3-(4-fluorophenyl)-5-methylisoxazol-4-carboxylic acid;DTXSID50381699;MFCD03407356;AKOS000265305;CCG-138922;AS-38321;CS-0085320;F1023;FT-0613668;EN300-33646;A18309;J-010926;3-(4-fluorophenyl)-5-methylisoxazole-4-carboxylicacid;4-Isoxazolecarboxylicacid,3-(4-fluorophenyl)-5-methyl-;Z359291934;3-(4-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid;3-(4-Fluorophenyl)-5-methylisoxazole-4-carboxylic acid, 97%

Chemical Property of 3-(4-Fluorophenyl)-5-methylisoxazole-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 7.36E-06mmHg at 25°C
• Melting Point: 198-202 °C
• Refractive Index: 1.56
• Boiling Point: 361.6 °C at 760 mmHg
• Flash Point: 172.5 °C
• PSA: 63.33000
• Density: 1.35g/cm³
• LogP: 2.48730
• Storage Temp.: 2-8°C
• Sensitive.: Moisture & Light Sensitive
• Solubility.: soluble in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 221.04882128
• Heavy Atom Count: 16
• Complexity: 266

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(4-Fluorophenyl)-5-methylisoxazole-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NO1)C2=CC=C(C=C2)F)C(=O)O

Technology Process of 3-(4-Fluorophenyl)-5-methylisoxazole-4-carboxylic acid

There total 7 articles about 3-(4-Fluorophenyl)-5-methylisoxazole-4-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: 86.0%

3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester (954230-39-8) → 3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid (1736-21-6)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 - 30 ℃; for 5h;

Reference yield:

4-fluorobenzaldoxime (459-23-4,7304-35-0) → 3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid (1736-21-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N-chlorosuccinimide / dimethylformamide / Ambient temperature

2: 38 percent / Et₃N / diethyl ether / 0.75 h

3: conc. aq. HCl, CH₃COOH / 72 h / Heating

With hydrogenchloride; N-chloro-succinimide; acetic acid; triethylamine; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jf00049a040

Reference yield:

4-fluorobenzaldehyde (459-57-4) → 3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid (1736-21-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydroxylamine hydrochloride / water / 0 - 25 °C

2.1: N-chloro-succinimide / N,N-dimethyl-formamide / 1.5 h / 20 °C

2.2: 28 h / 20 °C

3.1: sodium hydroxide / ethanol / 5 h / 20 - 30 °C

With N-chloro-succinimide; hydroxylamine hydrochloride; sodium hydroxide; In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

4-fluoro-N-hydroxybenzimidoyl chloride

acetoacetic acid methyl ester

3-(4-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid methyl ester

4-fluorobenzaldoxime

Downstream raw materials:

6-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinonitrile

6-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-N-(tetrahydro-pyran-4-yl)-nicotinamide

(1,1-dioxo-1λ⁶-thiomorpholin-4-yl)-{6-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-pyridin-3-yl}-methanone

6-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-N-isopropyl-nicotinamide

Refernces

• 1、 -. "HETEROCYCLYL COMPOUNDS AND USES THEREOF". Page/Page column 65. . Retrieved 2014/12/09.
• 2、 -. "SOLID FORMS OF 1,L-DIOXO-4-THIOMORPHOLINYL)-[6-[[3(4-FLUOROPHENYL)-5-METHYL-4-ISOXAZOLYL]METHOXY]-3-PYRIDINYL]-METHANONE". . . Retrieved 2013/05/09.