4-(5-chloro-6-cyclopropylpyridin-3-yloxy)-3-(2-methoxypyridin-3-yl)benzonitrile

Base Information

Chemical Name:4-(5-chloro-6-cyclopropylpyridin-3-yloxy)-3-(2-methoxypyridin-3-yl)benzonitrile
CAS No.:1355657-14-5
Molecular Formula:C₂₁H₁₆ClN₃O₂
Molecular Weight:377.83
Hs Code.:

Synonyms:4-(5-chloro-6-cyclopropylpyridin-3-yloxy)-3-(2-methoxypyridin-3-yl)benzonitrile

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Chemical Property of 4-(5-chloro-6-cyclopropylpyridin-3-yloxy)-3-(2-methoxypyridin-3-yl)benzonitrile

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Technology Process of 4-(5-chloro-6-cyclopropylpyridin-3-yloxy)-3-(2-methoxypyridin-3-yl)benzonitrile

There total 4 articles about 4-(5-chloro-6-cyclopropylpyridin-3-yloxy)-3-(2-methoxypyridin-3-yl)benzonitrile 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: 91.0%

: 1355657-13-4
3-bromo-4-(5-chloro-6-cyclopropylpyridin-3-yloxy)benzonitrile

: 163105-90-6
2-methoxypyridin-3-yl-boronic acid

: 1355657-14-5
4-(5-chloro-6-cyclopropylpyridin-3-yloxy)-3-(2-methoxypyridin-3-yl)benzonitrile

Guidance literature:: With caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 75 ℃; Inert atmosphere;

Reference yield:

: 96424-68-9
2-bromo-3-chloropyridine

: 1355657-14-5
4-(5-chloro-6-cyclopropylpyridin-3-yloxy)-3-(2-methoxypyridin-3-yl)benzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium phosphate / palladium diacetate; tricyclohexylphosphine / water; toluene / 22 h / 20 - 100 °C / Inert atmosphere

2.1: bis(pinacol)diborane / (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / n-heptane / 18 h / 20 °C / Inert atmosphere

2.2: 1 h

3.1: potassium carbonate / dimethyl sulfoxide / 5 h / 50 °C

4.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 75 °C / Inert atmosphere

With potassium phosphate; potassium carbonate; caesium carbonate; bis(pinacol)diborane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; palladium diacetate; 4,4'-di-tert-butyl-2,2'-bipyridine; tricyclohexylphosphine; In 1,4-dioxane; n-heptane; water; dimethyl sulfoxide; toluene;

Reference yield:

: 1355066-87-3
3-chloro-2-cyclopropylpyridine

: 1355657-14-5
4-(5-chloro-6-cyclopropylpyridin-3-yloxy)-3-(2-methoxypyridin-3-yl)benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: bis(pinacol)diborane / (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / n-heptane / 18 h / 20 °C / Inert atmosphere

1.2: 1 h

2.1: potassium carbonate / dimethyl sulfoxide / 5 h / 50 °C

3.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 75 °C / Inert atmosphere

With potassium carbonate; caesium carbonate; bis(pinacol)diborane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,4-dioxane; n-heptane; water; dimethyl sulfoxide;