2-Fluoro-4-(4-hydroxy-5-methyl-thiazol-2-yl)-benzoic acid ethyl ester

Base Information

• Chemical Name: 2-Fluoro-4-(4-hydroxy-5-methyl-thiazol-2-yl)-benzoic acid ethyl ester
• CAS No.: 870767-08-1
• Molecular Formula: C13H12FNO3S
• Molecular Weight: 281.308
• DSSTox Substance ID: DTXSID70467767
• Wikidata: Q82294835
• Mol file: 870767-08-1.mol

Synonyms:2-Fluoro-4-(4-hydroxy-5-methyl-thiazol-2-yl)-benzoic acid ethyl ester;870767-08-1;SCHEMBL4184399;DTXSID70467767;CZDXPXAMFOLFCN-UHFFFAOYSA-N;ethyl 2-fluoro-4-(4-hydroxy-5-methylthiazol-2-yl)benzoate

Chemical Property of 2-Fluoro-4-(4-hydroxy-5-methyl-thiazol-2-yl)-benzoic acid ethyl ester

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 281.05219258
• Heavy Atom Count: 19
• Complexity: 331

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=C(C=C1)C2=NC(=C(S2)C)O)F

Technology Process of 2-Fluoro-4-(4-hydroxy-5-methyl-thiazol-2-yl)-benzoic acid ethyl ester

There total 2 articles about 2-Fluoro-4-(4-hydroxy-5-methyl-thiazol-2-yl)-benzoic acid ethyl ester 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: 67.0%

4-cyano-2-fluoro-benzoic acid ethyl ester (220389-15-1) + 2-mercaptopropanoic acid (79-42-5) → 2-fluoro-4-(4-hydroxy-5-methyl-thiazol-2-yl)-benzoic acid ethyl ester (870767-08-1)

Guidance literature:

With pyridine; at 150 ℃; for 0.25h; microwave irradiation;

DOI:10.1021/jm050891r

Reference yield:

4-cyano-2-fluorobenzoic acid (164149-28-4) → 2-fluoro-4-(4-hydroxy-5-methyl-thiazol-2-yl)-benzoic acid ethyl ester (870767-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazole; DIPEA / dimethylformamide / 14 h / 20 °C

2: 67 percent / pyridine / 0.25 h / 150 °C / microwave irradiation

With pyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm050891r

Reference yield: 68.0%

2-fluoro-4-(4-hydroxy-5-methyl-thiazol-2-yl)-benzoic acid ethyl ester (870767-08-1) + 1-(2-bromoethoxy)butane (6550-99-8) → AC-261066

Guidance literature:

2-fluoro-4-(4-hydroxy-5-methyl-thiazol-2-yl)-benzoic acid ethyl ester; 1-(2-bromoethoxy)butane; With caesium carbonate; In acetonitrile; at 180 ℃; for 0.416667h; Microwave irradiation;

With lithium hydroxide; water; In tetrahydrofuran; at 160 ℃; for 0.0833333h; Microwave irradiation;

With hydrogenchloride; water; In ethyl acetate;

upstream raw materials:

4-cyano-2-fluoro-benzoic acid ethyl ester

2-mercaptopropanoic acid

4-cyano-2-fluorobenzoic acid

Downstream raw materials:

4-[4-(2-butoxy-ethoxy)-5-methyl-thiazol-2-yl]-2-fluoro-benzoic acid ethyl ester