N6-(2-(4-([1,1′-biphenyl]-4-yl)piperazin-1-yl)ethyl)-N6-propyl-5,6,7,8-tetrahydroquinazoline-2,6-diamine

Base Information

Chemical Name:N6-(2-(4-([1,1′-biphenyl]-4-yl)piperazin-1-yl)ethyl)-N6-propyl-5,6,7,8-tetrahydroquinazoline-2,6-diamine
CAS No.:1563175-17-6
Molecular Formula:C₂₉H₃₈N₆
Molecular Weight:470.661
Hs Code.:

Synonyms:N6-(2-(4-([1,1′-biphenyl]-4-yl)piperazin-1-yl)ethyl)-N6-propyl-5,6,7,8-tetrahydroquinazoline-2,6-diamine

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Chemical Property of N6-(2-(4-([1,1′-biphenyl]-4-yl)piperazin-1-yl)ethyl)-N6-propyl-5,6,7,8-tetrahydroquinazoline-2,6-diamine

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Technology Process of N6-(2-(4-([1,1′-biphenyl]-4-yl)piperazin-1-yl)ethyl)-N6-propyl-5,6,7,8-tetrahydroquinazoline-2,6-diamine

There total 10 articles about N6-(2-(4-([1,1′-biphenyl]-4-yl)piperazin-1-yl)ethyl)-N6-propyl-5,6,7,8-tetrahydroquinazoline-2,6-diamine 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: 75.0%

: 1563175-15-4
4-((2-(4-([1,1′-biphenyl]-4-yl)piperazin-1-yl)ethyl)(propyl)amino)cyclohexanone

: 124-46-9,20734-13-8,100224-74-6,593-85-1,90332-86-8,3425-08-9
guanidine hydrogen carbonate

: 1563175-17-6
N6-(2-(4-([1,1′-biphenyl]-4-yl)piperazin-1-yl)ethyl)-N6-propyl-5,6,7,8-tetrahydroquinazoline-2,6-diamine

Guidance literature:: 4-((2-(4-([1,1′-biphenyl]-4-yl)piperazin-1-yl)ethyl)(propyl)amino)cyclohexanone; With tris(dimethylamino)methane; In toluene; at 90 ℃; for 4h; Inert atmosphere;

guanidine hydrogen carbonate; In ethanol; for 17h; Inert atmosphere; Reflux;
DOI:10.1021/jm401883v

Reference yield:

: 180698-19-5
1-(1,1′-biphenyl-4-yl)piperazine

: 1563175-17-6
N6-(2-(4-([1,1′-biphenyl]-4-yl)piperazin-1-yl)ethyl)-N6-propyl-5,6,7,8-tetrahydroquinazoline-2,6-diamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / acetonitrile / 14 h / Inert atmosphere; Reflux

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

3.2: 1.33 h / 20 °C / Inert atmosphere

4.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 48 h / 20 °C / Inert atmosphere

5.1: hydrogenchloride / tetrahydrofuran / 2 h / 80 °C / Inert atmosphere

6.1: tris(dimethylamino)methane / toluene / 4 h / 90 °C / Inert atmosphere

6.2: 17 h / Inert atmosphere; Reflux

With hydrogenchloride; oxalyl dichloride; tris(dimethylamino)methane; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; toluene; acetonitrile; 3.1: |Swern Oxidation / 3.2: |Swern Oxidation;
DOI:10.1021/jm401883v

Reference yield:

: 1563175-22-3
1-([1,1′-biphenyl]-4-yl)-4-(2-((tert-butyldimethylsilyl)oxy)ethyl)piperazine

: 1563175-17-6
N6-(2-(4-([1,1′-biphenyl]-4-yl)piperazin-1-yl)ethyl)-N6-propyl-5,6,7,8-tetrahydroquinazoline-2,6-diamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

2.2: 1.33 h / 20 °C / Inert atmosphere

3.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 48 h / 20 °C / Inert atmosphere

4.1: hydrogenchloride / tetrahydrofuran / 2 h / 80 °C / Inert atmosphere

5.1: tris(dimethylamino)methane / toluene / 4 h / 90 °C / Inert atmosphere

5.2: 17 h / Inert atmosphere; Reflux

With hydrogenchloride; oxalyl dichloride; tris(dimethylamino)methane; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; toluene; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1021/jm401883v