5-aminomethyl-3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluoro-phenyl]-oxazolidin-2-one

Base Information

• Chemical Name: 5-aminomethyl-3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluoro-phenyl]-oxazolidin-2-one
• CAS No.: 765314-21-4
• Molecular Formula: C₁₇H₁₈FN₃O₂S
• Molecular Weight: 347.413

Synonyms:5-aminomethyl-3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluoro-phenyl]-oxazolidin-2-one

Chemical Property of 5-aminomethyl-3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluoro-phenyl]-oxazolidin-2-one

Chemical Property:

Purity/Quality:

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Technology Process of 5-aminomethyl-3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluoro-phenyl]-oxazolidin-2-one

There total 8 articles about 5-aminomethyl-3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluoro-phenyl]-oxazolidin-2-one 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: 61.0%

[3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl azide (765314-17-8) → 5-aminomethyl-3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluoro-phenyl]-oxazolidin-2-one (765314-21-4)

Guidance literature:

With triphenylphosphine; In 1,4-dioxane; methanol; at 25 - 27 ℃; for 1h;

DOI:10.1016/j.bmc.2004.07.019

Reference yield:

4,5,6,7-tetrahydrothieno[3,2-c]pyridine (54903-50-3) → 5-aminomethyl-3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluoro-phenyl]-oxazolidin-2-one (765314-21-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 100 percent / acetonitrile / 2 h / 75 - 78 °C

2.1: Raney-Nickel; hydrazine hydrate / methanol / 1 h / 28 - 30 °C

3.1: 1.3 g / Na₂CO₃ / acetone; H₂O; toluene / 18 h / 26 - 28 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 1.5 h / -78 °C

4.2: tetrahydrofuran; hexane / 4.5 h / -78 - 28 °C

5.1: triethylamine / CH₂Cl₂ / 3 h / 0 - 5 °C

6.1: NaN₃ / dimethylformamide / 2 h / 70 - 75 °C

7.1: 61 percent / triphenylphosphine / dioxane; methanol / 1 h / 25 - 27 °C

With n-butyllithium; sodium azide; nickel; sodium carbonate; hydrazine hydrate; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;

DOI:10.1016/j.bmc.2004.07.019

Reference yield:

3,4-difluoronitrobenzene (369-34-6) → 5-aminomethyl-3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluoro-phenyl]-oxazolidin-2-one (765314-21-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 100 percent / acetonitrile / 2 h / 75 - 78 °C

2.1: Raney-Nickel; hydrazine hydrate / methanol / 1 h / 28 - 30 °C

3.1: 1.3 g / Na₂CO₃ / acetone; H₂O; toluene / 18 h / 26 - 28 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 1.5 h / -78 °C

4.2: tetrahydrofuran; hexane / 4.5 h / -78 - 28 °C

5.1: triethylamine / CH₂Cl₂ / 3 h / 0 - 5 °C

6.1: NaN₃ / dimethylformamide / 2 h / 70 - 75 °C

7.1: 61 percent / triphenylphosphine / dioxane; methanol / 1 h / 25 - 27 °C

With n-butyllithium; sodium azide; nickel; sodium carbonate; hydrazine hydrate; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;

DOI:10.1016/j.bmc.2004.07.019

upstream raw materials:

[3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl azide

4,5,6,7-tetrahydrothieno[3,2-c]pyridine

3,4-difluoronitrobenzene

5-(2-fluoro-4-nitrophenyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine

Downstream raw materials:

N-{3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

{3-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-thiourea

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