2-(2,5-dimethylpyrrolyl)-6-[4-(2-(dimethylamino)cyclohexyloxy)-5,6,7,8-tetrahydronaphthalen-1-yl]pyridine

Base Information

• Chemical Name: 2-(2,5-dimethylpyrrolyl)-6-[4-(2-(dimethylamino)cyclohexyloxy)-5,6,7,8-tetrahydronaphthalen-1-yl]pyridine
• CAS No.: 675846-24-9
• Molecular Formula: C₂₉H₃₇N₃O
• Molecular Weight: 443.632
• Mol file: 675846-24-9.mol

Synonyms:2-(2,5-dimethylpyrrolyl)-6-[4-(2-(dimethylamino)cyclohexyloxy)-5,6,7,8-tetrahydronaphthalen-1-yl]pyridine

Chemical Property of 2-(2,5-dimethylpyrrolyl)-6-[4-(2-(dimethylamino)cyclohexyloxy)-5,6,7,8-tetrahydronaphthalen-1-yl]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2,5-dimethylpyrrolyl)-6-[4-(2-(dimethylamino)cyclohexyloxy)-5,6,7,8-tetrahydronaphthalen-1-yl]pyridine

There total 6 articles about 2-(2,5-dimethylpyrrolyl)-6-[4-(2-(dimethylamino)cyclohexyloxy)-5,6,7,8-tetrahydronaphthalen-1-yl]pyridine 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: 43.5%

N,N-dimethyl (2-tosyloxycyclohexyl)amine + 2-(2,5-dimethylpyrrolyl)-6-[4-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl]pyridine (221087-89-4) → 2-(2,5-dimethylpyrrolyl)-6-[4-(2-(dimethylamino)cyclohexyloxy)-5,6,7,8-tetrahydronaphthalen-1-yl]pyridine (675846-24-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 140 ℃; for 18h;

DOI:10.1021/jm030519g

Reference yield:

5,6,7,8-Tetrahydronaphthalen-1-ol (529-35-1) → 2-(2,5-dimethylpyrrolyl)-6-[4-(2-(dimethylamino)cyclohexyloxy)-5,6,7,8-tetrahydronaphthalen-1-yl]pyridine (675846-24-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tributylammonium tribromide

2.1: 63 percent / potassium carbonate / acetonitrile / Heating

3.1: n-butyllithium / tetrahydrofuran; hexane / -70 °C

3.2: 72 percent / triethyl borate / tetrahydrofuran; hexane / 20 °C

4.1: 100 percent / aq. sodium carbonate; tetrakistriphenylphosphine palladium / ethanol / 80 °C

5.1: 100 percent / ammonium formate / Pd/C / ethanol / Heating

6.1: 43.5 percent / potassium carbonate / dimethylformamide / 18 h / 140 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tributylammonium tribromide; ammonium formate; sodium carbonate; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; N,N-dimethyl-formamide; acetonitrile; 4.1: Suzuki coupling;

DOI:10.1021/jm030519g

Reference yield:

4-bromo-5,6,7,8-tetrahydro-naphthalen-1-ol (54899-73-9) → 2-(2,5-dimethylpyrrolyl)-6-[4-(2-(dimethylamino)cyclohexyloxy)-5,6,7,8-tetrahydronaphthalen-1-yl]pyridine (675846-24-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 63 percent / potassium carbonate / acetonitrile / Heating

2.1: n-butyllithium / tetrahydrofuran; hexane / -70 °C

2.2: 72 percent / triethyl borate / tetrahydrofuran; hexane / 20 °C

3.1: 100 percent / aq. sodium carbonate; tetrakistriphenylphosphine palladium / ethanol / 80 °C

4.1: 100 percent / ammonium formate / Pd/C / ethanol / Heating

5.1: 43.5 percent / potassium carbonate / dimethylformamide / 18 h / 140 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; ammonium formate; sodium carbonate; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; N,N-dimethyl-formamide; acetonitrile; 3.1: Suzuki coupling;

DOI:10.1021/jm030519g

upstream raw materials:

2-(2,5-dimethylpyrrolyl)-6-[4-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl]pyridine

5,6,7,8-Tetrahydronaphthalen-1-ol

4-bromo-5,6,7,8-tetrahydro-naphthalen-1-ol

4-bromo-5,6,7,8-tetrahydro-1-benzyloxynaphthalene