4-Oxazoleacetic acid, 2-(p-fluorophenyl)-5-(3-thienyl)-

Base Information

• Chemical Name: 4-Oxazoleacetic acid, 2-(p-fluorophenyl)-5-(3-thienyl)-
• CAS No.: 85162-11-4
• Molecular Formula: C15H10FNO3S
• Molecular Weight: 303.314
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10234314
• Wikidata: Q83116067
• ChEMBL ID: CHEMBL117883
• Mol file: 85162-11-4.mol

Synonyms:85162-11-4;4-Oxazoleacetic acid, 2-(p-fluorophenyl)-5-(3-thienyl)-;2-(4-Fluorophenyl)-5-(3-thienyl)-4-oxazoleacetic acid;2-(p-Fluorophenyl)-5-(3-thienyl)-4-oxazoleacetic acid;2-(2-(4-Fluorophenyl)-5-(thiophen-3-yl)oxazol-4-yl)acetic acid;CHEMBL117883;SCHEMBL2820892;DTXSID10234314;SCEWIPICHQDLEK-UHFFFAOYSA-N;C15-H10-F-N-O3-S;LS-100074;2-(4-fluorophenyl)-5-(3-thienyl)oxazol-4-yl acetic acid;2-[2-(4-fluorophenyl)-5-(3-thienyl)-4-oxazolyl]acetic acid

Chemical Property of 4-Oxazoleacetic acid, 2-(p-fluorophenyl)-5-(3-thienyl)-

Chemical Property:

• Vapor Pressure: 3.03E-10mmHg at 25°C
• Boiling Point: 485.6°Cat760mmHg
• Flash Point: 247.5°C
• PSA: 91.57000
• Density: 1.396g/cm³
• LogP: 3.83630
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 303.03654252
• Heavy Atom Count: 21
• Complexity: 376

Purity/Quality:

4-OXAZOLEACETIC ACID, 2-(P-FLUOROPHENYL)-5-(3-THIENYL)- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NC(=C(O2)C3=CSC=C3)CC(=O)O)F

Technology Process of 4-Oxazoleacetic acid, 2-(p-fluorophenyl)-5-(3-thienyl)-

There total 5 articles about 4-Oxazoleacetic acid, 2-(p-fluorophenyl)-5-(3-thienyl)- 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: 89.0%

ethyl 2-[2-(4-fluorophenyl)-5-(thien-3-yl)-4-oxazolyl]acetate (85162-04-5) → 2-[2-(4-fluorophenyl)-5-(thien-3-yl)-4-oxazolyl]acetic acid (85162-11-4)

Guidance literature:

With potassium hydroxide; In methanol; for 24h; Ambient temperature;

DOI:10.1021/jm00153a006

Reference yield:

4-fluorobenzoyl chloride (403-43-0) → 2-[2-(4-fluorophenyl)-5-(thien-3-yl)-4-oxazolyl]acetic acid (85162-11-4)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. NaHCO₃ / ethyl acetate / Ambient temperature

2: 1.) NaH / 1.) DMF, -50 - -40 deg C, 15 min, 2.) DMF, from -50 to 0 deg C, 30 min

3: 86 percent / POCl₃ / dimethylformamide / 8 h / 20 - 25 °C

4: 89 percent / aq. KOH / methanol / 24 h / Ambient temperature

With potassium hydroxide; sodium hydride; sodium hydrogencarbonate; trichlorophosphate; In methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00153a006

Reference yield:

methyl 3-thienyl ketone (85210-59-9) → 2-[2-(4-fluorophenyl)-5-(thien-3-yl)-4-oxazolyl]acetic acid (85162-11-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, -50 - -40 deg C, 15 min, 2.) DMF, from -50 to 0 deg C, 30 min

2: 86 percent / POCl₃ / dimethylformamide / 8 h / 20 - 25 °C

3: 89 percent / aq. KOH / methanol / 24 h / Ambient temperature

With potassium hydroxide; sodium hydride; trichlorophosphate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00153a006

upstream raw materials:

ethyl 2-[2-(4-fluorophenyl)-5-(thien-3-yl)-4-oxazolyl]acetate

4-fluorobenzoyl chloride

methyl 3-thienyl ketone

N-[(thien-3-ylcarbonyl)methyl]amine hydrochloride

Refernces

• 1、 -. "Thienyloxazolylacetic acid derivatives and process for preparing". . . Retrieved 2008/06/13.