tert-butyl (RS)-2-(4-(5-chloropyrimidin-2-ylamino)-3-fluorophenyl)morpholine-4-carboxylate

Base Information

Chemical Name:tert-butyl (RS)-2-(4-(5-chloropyrimidin-2-ylamino)-3-fluorophenyl)morpholine-4-carboxylate
CAS No.:1400997-41-2
Molecular Formula:C₁₉H₂₂ClFN₄O₃
Molecular Weight:408.86
Hs Code.:

Synonyms:tert-butyl (RS)-2-(4-(5-chloropyrimidin-2-ylamino)-3-fluorophenyl)morpholine-4-carboxylate

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Chemical Property of tert-butyl (RS)-2-(4-(5-chloropyrimidin-2-ylamino)-3-fluorophenyl)morpholine-4-carboxylate

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Technology Process of tert-butyl (RS)-2-(4-(5-chloropyrimidin-2-ylamino)-3-fluorophenyl)morpholine-4-carboxylate

There total 7 articles about tert-butyl (RS)-2-(4-(5-chloropyrimidin-2-ylamino)-3-fluorophenyl)morpholine-4-carboxylate 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: 31.0%

: 22536-67-0
2,5-dichloropyrimidine

: 1400997-40-1
(RS)-2-(4-amino-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester

: 1400997-41-2
tert-butyl (RS)-2-(4-(5-chloropyrimidin-2-ylamino)-3-fluorophenyl)morpholine-4-carboxylate

Guidance literature:: With caesium carbonate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 120 ℃; for 2h; Inert atmosphere;

Reference yield:

: 1400997-35-4
(RS)-2-(4-bromo-3-fluorophenyl)-oxirane

: 1400997-41-2
tert-butyl (RS)-2-(4-(5-chloropyrimidin-2-ylamino)-3-fluorophenyl)morpholine-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 20 °C

2.1: dichloromethane / 20 °C

3.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.5 h / 0 - 20 °C

3.2: 1 h / 0 - 20 °C

4.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / toluene / 1 h / 100 °C / Inert atmosphere

5.1: ammonium formate / palladium 10% on activated carbon / methanol / 1 h / 60 °C / Inert atmosphere

6.1: caesium carbonate / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere

With ammonium formate; caesium carbonate; methanesulfonyl chloride; triethylamine; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene; 4.1: Buchwald-Hartwig Reaction / 6.1: Buchwald-Hartwig Reaction;

Reference yield:

: 1400997-38-7
(RS)-2-(4-bromo-3-fluorophenyl)-morpholine-4-carboxylic acid tert-butyl ester

: 1400997-41-2
tert-butyl (RS)-2-(4-(5-chloropyrimidin-2-ylamino)-3-fluorophenyl)morpholine-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / toluene / 1 h / 100 °C / Inert atmosphere

2: ammonium formate / palladium 10% on activated carbon / methanol / 1 h / 60 °C / Inert atmosphere

3: caesium carbonate / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere

With ammonium formate; caesium carbonate; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; toluene; 1: Buchwald-Hartwig Reaction / 3: Buchwald-Hartwig Reaction;