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

Base Information

Chemical Name:methyl 6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinate
CAS No.:1310031-63-0
Molecular Formula:C₂₈H₃₂N₂O₅
Molecular Weight:476.572
Hs Code.:

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

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

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

There total 7 articles about methyl 6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinate 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: 92.0%

: 1310031-61-8
methyl 3-(benzyloxy)-6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)but-1-ynyl)picolinate

: 1310031-63-0
methyl 6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinate

Guidance literature:: With hydrogen; palladium(II) hydroxide; In ethyl acetate; at 20 ℃; for 15h; under 760.051 Torr;
DOI:10.1039/c1cc10787a

Reference yield:

: 62733-99-7
methyl 3-hydroxypicolinate

: 1310031-63-0
methyl 6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinate

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 1310031-63-0
methyl 6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinate

Guidance literature:: Multi-step reaction with 5 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

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