1-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(6-methoxy-1H-indol-3-yl)ethane-1,2-dione

Base Information

• Chemical Name: 1-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(6-methoxy-1H-indol-3-yl)ethane-1,2-dione
• CAS No.: 1549940-65-9
• Molecular Formula: C₂₃H₂₃FN₂O₃
• Molecular Weight: 394.446

Synonyms:1-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(6-methoxy-1H-indol-3-yl)ethane-1,2-dione

Chemical Property of 1-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(6-methoxy-1H-indol-3-yl)ethane-1,2-dione

Chemical Property:

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Technology Process of 1-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(6-methoxy-1H-indol-3-yl)ethane-1,2-dione

There total 2 articles about 1-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(6-methoxy-1H-indol-3-yl)ethane-1,2-dione 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:

(6-methoxy-1H-indol-3-yl)(oxo)acetyl chloride (68104-22-3) + 4-(4-fluorobenzyl)piperidine (92822-02-1) → 1-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(6-methoxy-1H-indol-3-yl)ethane-1,2-dione (1549940-65-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2013.12.040

Reference yield:

6-methoxylindole (3189-13-7) → 1-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(6-methoxy-1H-indol-3-yl)ethane-1,2-dione (1549940-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 2 h / 0 - 20 °C / Inert atmosphere

2: triethylamine / tetrahydrofuran / 2 h / 20 °C

With triethylamine; In tetrahydrofuran; diethyl ether;

DOI:10.1016/j.bmc.2013.12.040

Reference yield: 70.0%

1-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(6-methoxy-1H-indol-3-yl)ethane-1,2-dione (1549940-65-9) → 1-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(6-hydroxy-1H-indol-3-yl)ethane-1,2-dione (1549940-89-7)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 10h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.12.040

upstream raw materials:

6-methoxylindole

(6-methoxy-1H-indol-3-yl)(oxo)acetyl chloride

4-(4-fluorobenzyl)piperidine

Downstream raw materials:

1-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(6-hydroxy-1H-indol-3-yl)ethane-1,2-dione

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