5-(4-Fluorophenyl)-1,2-oxazole-3-carboxylate

Base Information

• Chemical Name: 5-(4-Fluorophenyl)-1,2-oxazole-3-carboxylate
• CAS No.: 33282-24-5
• Molecular Formula: C10H5FNO3-
• Molecular Weight: 207.161
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70954920
• Wikidata: Q82934359
• Mol file: 33282-24-5.mol

Synonyms:5-(4-fluorophenyl)-1,2-oxazole-3-carboxylate;DTXSID70954920

Chemical Property of 5-(4-Fluorophenyl)-1,2-oxazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 4.1E-08mmHg at 25°C
• Boiling Point: 428.8°Cat760mmHg
• Flash Point: 213.1°C
• PSA: 63.33000
• Density: 1.404g/cm³
• LogP: 2.17890
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 206.02534618
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

97% ^*data from raw suppliers

5-(4-Fluorophenyl)isoxazole-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=NO2)C(=O)[O-])F

Technology Process of 5-(4-Fluorophenyl)-1,2-oxazole-3-carboxylate

There total 5 articles about 5-(4-Fluorophenyl)-1,2-oxazole-3-carboxylate 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: 28.0%

→ 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylic acid (33282-24-5)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

ethyl 5-(4-fluorophenyl)isoxazole-3-carboxylate (640291-92-5) → 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylic acid (33282-24-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; for 2h;

Reference yield:

1-(4-fluorophenyl)ethanone (403-42-9) → 5-(4-fluorophenyl)-1,2-oxazole-3-carboxylic acid (33282-24-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate / tetrahydrofuran / 8 h / 20 °C

2: hydroxylamine hydrochloride / methanol / 3 h / Reflux

3: sodium hydroxide / tetrahydrofuran / 1 h / 60 °C

With hydroxylamine hydrochloride; sodium methylate; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2012.10.099

upstream raw materials:

1-(4-fluorophenyl)ethanone

methyl 5-(4-fluorophenyl)isoxazole-3-carboxylate

ethyl 4-(4-fluorophenyl)-2,4-dioxobutanoate

ethyl 5-(4-fluorophenyl)isoxazole-3-carboxylate

Downstream raw materials:

5-(4-Fluoro-phenyl)-isoxazole-3-carboxylic acid {2-[4-(2-chloro-5-fluoro-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide

5-(4-fluoro-phenyl)-isoxazole-3-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide