6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinaldehyde

Base Information

Chemical Name:6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinaldehyde
CAS No.:1310031-65-2
Molecular Formula:C₂₇H₃₀N₂O₄
Molecular Weight:446.546
Hs Code.:

Synonyms:6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinaldehyde

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Chemical Property of 6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinaldehyde

Chemical Property:

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Technology Process of 6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinaldehyde

There total 9 articles about 6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinaldehyde 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:

: C₃₃H₄₄N₂O₄Si

: 1310031-65-2
6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinaldehyde

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1039/c1cc10787a

Reference yield:

: 874-24-8
3-hydroxypyridine-2-carboxylic acid

: 1310031-65-2
6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: sulfuric acid / 24 h / Reflux

2: bromine / water / 17 h / 0 - 20 °C

3: potassium carbonate / acetone / 15 h / Reflux

4: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

5: hydrogen; palladium(II) hydroxide / ethyl acetate / 15 h / 20 °C / 760.05 Torr

6: diisobutylaluminium hydride / dichloromethane / 0.17 h / -78 °C

7: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; bromine; palladium(II) hydroxide; diisobutylaluminium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; 4: Sonogashira coupling;
DOI:10.1039/c1cc10787a

Reference yield:

: 62733-99-7
methyl 3-hydroxypicolinate

: 1310031-65-2
6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: bromine / water / 17 h / 0 - 20 °C

2: potassium carbonate / acetone / 15 h / Reflux

3: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

4: hydrogen; palladium(II) hydroxide / ethyl acetate / 15 h / 20 °C / 760.05 Torr

5: diisobutylaluminium hydride / dichloromethane / 0.17 h / -78 °C

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; bromine; palladium(II) hydroxide; diisobutylaluminium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; 3: Sonogashira coupling;
DOI:10.1039/c1cc10787a