5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxylic acid

Base Information

• Chemical Name: 5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxylic acid
• CAS No.: 1450742-98-9
• Molecular Formula: C₁₉H₁₉FN₂O₃S
• Molecular Weight: 374.436

Synonyms:5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxylic acid

Chemical Property of 5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxylic acid

Chemical Property:

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Technology Process of 5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxylic acid

There total 4 articles about 5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-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: 100.0%

ethyl 5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxylate (1450742-97-8) → 5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxylic acid (1450742-98-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; ethanol; at 80 ℃; for 6h;

DOI:10.1016/j.bmc.2013.05.067

Reference yield:

1-amino-3-(dimethylamino)propane (109-55-7) → 5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxylic acid (1450742-98-9)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 2 h / 20 °C

2: toluene-4-sulfonic acid / toluene / 2 h / 20 - 80 °C

3: sodium hydroxide / tetrahydrofuran; ethanol / 6 h / 80 °C

With toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; ethanol; toluene;

DOI:10.1016/j.bmc.2013.05.067

Reference yield:

ethyl 3-(4-((3-(dimethylamino)propyl)carbamoyl)-3-thienyl)-3-(4-fluorophenyl)-2-hydroxyacrylate (1450742-96-7) → 5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxylic acid (1450742-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / toluene / 2 h / 20 - 80 °C

2: sodium hydroxide / tetrahydrofuran; ethanol / 6 h / 80 °C

With toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; ethanol; toluene;

DOI:10.1016/j.bmc.2013.05.067

upstream raw materials:

ethyl 7-(4-fluorophenyl)-4-oxo-4H-thieno[3,4-c]pyran-6-carboxylate

1-amino-3-(dimethylamino)propane

ethyl 3-(4-((3-(dimethylamino)propyl)carbamoyl)-3-thienyl)-3-(4-fluorophenyl)-2-hydroxyacrylate

ethyl 5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxylate

Downstream raw materials:

N-(3,4-dichlorobenzyl)-5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-N-methyl-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxamide

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