4-(5-{[(2S)-2-amino-3-(1H-indol-3-yl)propyl]oxy}pyridin-3-yl)benzonitrile

Base Information

Chemical Name:4-(5-{[(2S)-2-amino-3-(1H-indol-3-yl)propyl]oxy}pyridin-3-yl)benzonitrile
CAS No.:552323-91-8
Molecular Formula:C₂₃H₂₀N₄O
Molecular Weight:368.438
Hs Code.:

Synonyms:4-(5-{[(2S)-2-amino-3-(1H-indol-3-yl)propyl]oxy}pyridin-3-yl)benzonitrile

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Chemical Property of 4-(5-{[(2S)-2-amino-3-(1H-indol-3-yl)propyl]oxy}pyridin-3-yl)benzonitrile

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Technology Process of 4-(5-{[(2S)-2-amino-3-(1H-indol-3-yl)propyl]oxy}pyridin-3-yl)benzonitrile

There total 8 articles about 4-(5-{[(2S)-2-amino-3-(1H-indol-3-yl)propyl]oxy}pyridin-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:

: 552330-73-1
tert-butyl (1S)-2-{[5-(4-cyanophenyl)pyridin-3-yl]oxy}-1-(1H-indol-3-ylmethyl)ethylcarbamate

: 552323-91-8
4-(5-{[(2S)-2-amino-3-(1H-indol-3-yl)propyl]oxy}pyridin-3-yl)benzonitrile

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.bmcl.2005.12.065

Reference yield:

: 900517-08-0
(S)-[1-(1H-indol-3-ylmethyl)-2-(5-trimethylstannylpyridin-3-yloxy)ethyl]carbamic acid tert-butyl ester

: 552323-91-8
4-(5-{[(2S)-2-amino-3-(1H-indol-3-yl)propyl]oxy}pyridin-3-yl)benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: tri-o-tolylphosphine; triethylamine / Pd₂(dba)2 / dimethylformamide / 4 h / 110 °C

2: trifluoroacetic acid / CH₂Cl₂ / 3 h / 20 °C

With triethylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; palladium bis(dibenzylideneacetone)palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide; 1: Stille coupling;
DOI:10.1016/j.bmc.2006.06.047

Reference yield:

: 623-00-7
4-bromobenzenecarbonitrile

: 552323-91-8
4-(5-{[(2S)-2-amino-3-(1H-indol-3-yl)propyl]oxy}pyridin-3-yl)benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: tri-o-tolylphosphine; triethylamine / Pd₂(dba)2 / dimethylformamide / 4 h / 110 °C

2: trifluoroacetic acid / CH₂Cl₂ / 3 h / 20 °C

With triethylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; palladium bis(dibenzylideneacetone)palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide; 1: Stille coupling;
DOI:10.1016/j.bmc.2006.06.047