7-(4-Fluoro-phenyl)-5-methyl-4-oxo-4,5-dihydro-thieno[3,2-c]pyridine-6-carboxylic acid ethyl ester

Base Information

• Chemical Name: 7-(4-Fluoro-phenyl)-5-methyl-4-oxo-4,5-dihydro-thieno[3,2-c]pyridine-6-carboxylic acid ethyl ester
• CAS No.: 168543-10-0
• Molecular Formula: C₁₇H₁₄FNO₃S
• Molecular Weight: 331.367

Synonyms:7-(4-Fluoro-phenyl)-5-methyl-4-oxo-4,5-dihydro-thieno[3,2-c]pyridine-6-carboxylic acid ethyl ester

Chemical Property of 7-(4-Fluoro-phenyl)-5-methyl-4-oxo-4,5-dihydro-thieno[3,2-c]pyridine-6-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of 7-(4-Fluoro-phenyl)-5-methyl-4-oxo-4,5-dihydro-thieno[3,2-c]pyridine-6-carboxylic acid ethyl ester

There total 4 articles about 7-(4-Fluoro-phenyl)-5-methyl-4-oxo-4,5-dihydro-thieno[3,2-c]pyridine-6-carboxylic 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: 96.0%

{[2-(4-Fluoro-benzoyl)-thiophene-3-carbonyl]-methyl-amino}-acetic acid ethyl ester (168542-24-3) → 7-(4-Fluoro-phenyl)-5-methyl-4-oxo-4,5-dihydro-thieno[3,2-c]pyridine-6-carboxylic acid ethyl ester (168543-10-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; for 3h; Heating;

DOI:10.1248/cpb.45.1642

Reference yield:

2,3-thiophenedicarboxylic acid anhydride (6007-83-6) → 7-(4-Fluoro-phenyl)-5-methyl-4-oxo-4,5-dihydro-thieno[3,2-c]pyridine-6-carboxylic acid ethyl ester (168543-10-0)

Guidance literature:

Multi-step reaction with 4 steps

1: AlCl₃ / 3.5 h / Heating

2: DMF, oxalyl chloride / tetrahydrofuran / 30 h / Ambient temperature

3: Et₃N / tetrahydrofuran / 2 h / Ambient temperature

4: 96 percent / DBU / toluene / 3 h / Heating

With aluminium trichloride; oxalyl dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; toluene;

DOI:10.1248/cpb.45.1642

Reference yield:

2-(4-Fluoro-benzoyl)-thiophene-3-carbonyl chloride → 7-(4-Fluoro-phenyl)-5-methyl-4-oxo-4,5-dihydro-thieno[3,2-c]pyridine-6-carboxylic acid ethyl ester (168543-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran / 2 h / Ambient temperature

2: 96 percent / DBU / toluene / 3 h / Heating

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1248/cpb.45.1642

upstream raw materials:

{[2-(4-Fluoro-benzoyl)-thiophene-3-carbonyl]-methyl-amino}-acetic acid ethyl ester

2,3-thiophenedicarboxylic acid anhydride

3-(4-fluorobenzoyl)-2-thiophenecarboxylic acid

Downstream raw materials:

7-(4-Fluorophenyl)-4,5-dihydro-5-methyl-4-oxo-6-thieno[3,2-c]pyridinecarboxylic acid

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