2-fluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile

Base Information

Chemical Name:2-fluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile
CAS No.:1350730-06-1
Molecular Formula:C₂₁H₁₈FN₅O₂
Molecular Weight:391.405
Hs Code.:

Synonyms:2-fluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile

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Chemical Property of 2-fluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile

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Technology Process of 2-fluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile

There total 4 articles about 2-fluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-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: 29.0%

: 873697-68-8
3-amino-2-fluorobenzonitrile

: 1350660-03-5
4-[3-(2-chloro-pyrimidin-5-yloxy)phenyl]morpholine

: 1350730-06-1
2-fluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile

Guidance literature:: With caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 80 ℃; for 48h;

Reference yield:

: 108-36-1
1,3-dibromobenzene

: 1350730-06-1
2-fluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / toluene / 60 °C / Inert atmosphere

1.2: 100 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 - -70 °C

2.2: 20 °C / Cooling with acetone-dry ice

3.1: triethylamine; copper diacetate / dichloromethane / 72 h / Molecular sieve; Air conditions

4.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 48 h / 80 °C

With n-butyllithium; copper diacetate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; toluene;

Reference yield:

: 863377-22-4
[3-(morpholine-4-yl)phenyl]boronic acid

: 1350730-06-1
2-fluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; copper diacetate / dichloromethane / 72 h / Molecular sieve; Air conditions

2: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 48 h / 80 °C

With copper diacetate; caesium carbonate; triethylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane;