[3,5-bis-(4-fluorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylsulfanyl]acetic acid

Base Information

• Chemical Name: [3,5-bis-(4-fluorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylsulfanyl]acetic acid
• CAS No.: 851852-32-9
• Molecular Formula: C₂₀H₁₂F₂N₂O₃S₂
• Molecular Weight: 430.456

Synonyms:[3,5-bis-(4-fluorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylsulfanyl]acetic acid

Chemical Property of [3,5-bis-(4-fluorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylsulfanyl]acetic acid

Chemical Property:

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Technology Process of [3,5-bis-(4-fluorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylsulfanyl]acetic acid

There total 5 articles about [3,5-bis-(4-fluorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylsulfanyl]acetic 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:

[3,5-bis-(4-fluorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylsulfanyl]acetic acid ethyl ester (889673-45-4) → [3,5-bis-(4-fluorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylsulfanyl]acetic acid (851852-32-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 0 ℃;

DOI:10.1016/j.bmcl.2005.02.005

Reference yield:

1-(4-fluorophenyl)ethanone (403-42-9) → [3,5-bis-(4-fluorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylsulfanyl]acetic acid (851852-32-9)

Guidance literature:

Multi-step reaction with 5 steps

1: sulfur; DBU / toluene / 0.33 h / 120 °C / microwave irradiation

2: pyridine / 50 °C

3: MeONa / methanol / 20 °C

4: K₂CO₃ / dimethylformamide / 20 °C

5: aq. NaOH / tetrahydrofuran; methanol / 0 °C

With pyridine; sodium hydroxide; sodium methylate; potassium carbonate; sulfur; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; 1: Gewald reaction;

DOI:10.1016/j.bmcl.2005.02.005

Reference yield:

ethyl 2-amino-4-(4-fluorophenyl)-thiophene-3-carboxylate (35978-33-7) → [3,5-bis-(4-fluorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylsulfanyl]acetic acid (851852-32-9)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 50 °C

2: MeONa / methanol / 20 °C

3: K₂CO₃ / dimethylformamide / 20 °C

4: aq. NaOH / tetrahydrofuran; methanol / 0 °C

With pyridine; sodium hydroxide; sodium methylate; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.02.005

upstream raw materials:

[3,5-bis-(4-fluorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylsulfanyl]acetic acid ethyl ester

1-(4-fluorophenyl)ethanone

ethyl 2-amino-4-(4-fluorophenyl)-thiophene-3-carboxylate

3,5-bis-(4-fluorophenyl)-2-mercapto-3H-thieno[2,3-d]pyrimidin-4-one

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