N-(2-(tert-butyldimethylsilyloxy)ethyl)-4,6-dichloro-N-(6-fluoro-1-phenyl-1H-indol-5-yl)pyrimidine-5-carboxamide

Base Information

Chemical Name:N-(2-(tert-butyldimethylsilyloxy)ethyl)-4,6-dichloro-N-(6-fluoro-1-phenyl-1H-indol-5-yl)pyrimidine-5-carboxamide
CAS No.:1415346-04-1
Molecular Formula:C₂₇H₂₉Cl₂FN₄O₂Si
Molecular Weight:559.543
Hs Code.:

Synonyms:N-(2-(tert-butyldimethylsilyloxy)ethyl)-4,6-dichloro-N-(6-fluoro-1-phenyl-1H-indol-5-yl)pyrimidine-5-carboxamide

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Chemical Property of N-(2-(tert-butyldimethylsilyloxy)ethyl)-4,6-dichloro-N-(6-fluoro-1-phenyl-1H-indol-5-yl)pyrimidine-5-carboxamide

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Technology Process of N-(2-(tert-butyldimethylsilyloxy)ethyl)-4,6-dichloro-N-(6-fluoro-1-phenyl-1H-indol-5-yl)pyrimidine-5-carboxamide

There total 7 articles about N-(2-(tert-butyldimethylsilyloxy)ethyl)-4,6-dichloro-N-(6-fluoro-1-phenyl-1H-indol-5-yl)pyrimidine-5-carboxamide 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: 38.0%

: 1415346-03-0
N-(2-(tert-butyldimethylsilyloxy)ethyl)-6-fluoro-1-phenyl-1H-indol-5-amine

: 87600-97-3
4,6-dichloropyrimidine-5-carboxylic acid chloride

: 1415346-04-1
N-(2-(tert-butyldimethylsilyloxy)ethyl)-4,6-dichloro-N-(6-fluoro-1-phenyl-1H-indol-5-yl)pyrimidine-5-carboxamide

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

: 63762-83-4
5-methoxy-6-fluoroindole

: 1415346-04-1
N-(2-(tert-butyldimethylsilyloxy)ethyl)-4,6-dichloro-N-(6-fluoro-1-phenyl-1H-indol-5-yl)pyrimidine-5-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: copper(I) bromide; potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 100 °C

1.2: 16 h / 110 °C

2.1: pyridine hydrochloride / 6 h / 160 °C / seal tube

3.1: pyridine / dichloromethane / 1 h / 20 °C / Cooling with ice

4.1: caesium carbonate; XPhos / palladium diacetate / toluene / 2.5 h / 120 °C / Inert atmosphere

5.1: triethylamine / dichloromethane / 1 h / 0 °C

With pyridine; pyridine hydrochloride; potassium carbonate; caesium carbonate; triethylamine; copper(I) bromide; XPhos; palladium diacetate; In dichloromethane; N,N-dimethyl-formamide; toluene; 4.1: buchwald reaction;

Reference yield:

: 455-93-6
2-fluoro-1-methoxy-4-nitrobenzene

: 1415346-04-1
N-(2-(tert-butyldimethylsilyloxy)ethyl)-4,6-dichloro-N-(6-fluoro-1-phenyl-1H-indol-5-yl)pyrimidine-5-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 1 h / -20 °C

2.1: hydrogen / palladium on activated charcoal / 3 h / 27 °C

3.1: copper(I) bromide; potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 100 °C

3.2: 16 h / 110 °C

4.1: pyridine hydrochloride / 6 h / 160 °C / seal tube

5.1: pyridine / dichloromethane / 1 h / 20 °C / Cooling with ice

6.1: caesium carbonate; XPhos / palladium diacetate / toluene / 2.5 h / 120 °C / Inert atmosphere

7.1: triethylamine / dichloromethane / 1 h / 0 °C

With pyridine; potassium tert-butylate; hydrogen; pyridine hydrochloride; potassium carbonate; caesium carbonate; triethylamine; copper(I) bromide; XPhos; palladium on activated charcoal; palladium diacetate; In dichloromethane; N,N-dimethyl-formamide; toluene; 6.1: buchwald reaction;