N-{2-[(E)-1-{[1-(tert-Butyl)-1,1-dimethylsilyl]oxy}-3-phenyl-prop-2-enyl]-6-chloro-3-pyridyl}-N-methylamine

Base Information

Chemical Name:N-{2-[(E)-1-{[1-(tert-Butyl)-1,1-dimethylsilyl]oxy}-3-phenyl-prop-2-enyl]-6-chloro-3-pyridyl}-N-methylamine
CAS No.:251295-12-2
Molecular Formula:C₂₁H₂₉ClN₂OSi
Molecular Weight:389.013
Hs Code.:

Synonyms:N-{2-[(E)-1-{[1-(tert-Butyl)-1,1-dimethylsilyl]oxy}-3-phenyl-prop-2-enyl]-6-chloro-3-pyridyl}-N-methylamine

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Chemical Property of N-{2-[(E)-1-{[1-(tert-Butyl)-1,1-dimethylsilyl]oxy}-3-phenyl-prop-2-enyl]-6-chloro-3-pyridyl}-N-methylamine

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Technology Process of N-{2-[(E)-1-{[1-(tert-Butyl)-1,1-dimethylsilyl]oxy}-3-phenyl-prop-2-enyl]-6-chloro-3-pyridyl}-N-methylamine

There total 3 articles about N-{2-[(E)-1-{[1-(tert-Butyl)-1,1-dimethylsilyl]oxy}-3-phenyl-prop-2-enyl]-6-chloro-3-pyridyl}-N-methylamine 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: 70.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 251294-92-5
(E)-[6-Chloro-3-(methylamino)-2-pyridyl]-3-phenylprop-2-en-1-ol

: 251295-12-2
N-{2-[(E)-1-{[1-(tert-Butyl)-1,1-dimethylsilyl]oxy}-3-phenyl-prop-2-enyl]-6-chloro-3-pyridyl}-N-methylamine

Guidance literature:: With dmap; triethylamine; In various solvent(s); at 20 ℃; for 20h;
DOI:10.1055/s-1999-3608

Reference yield:

: 5350-93-6
6-Chloro-pyridin-3-ylamine

: 251295-12-2
N-{2-[(E)-1-{[1-(tert-Butyl)-1,1-dimethylsilyl]oxy}-3-phenyl-prop-2-enyl]-6-chloro-3-pyridyl}-N-methylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 - 20 °C

1.2: 55 percent / tetrahydrofuran / -78 - 20 °C

2.1: PhBCl₂ / 1,2-dichloro-ethane / 1 h / 0 °C

2.2: 62 percent / iPr₂NEt / 1,2-dichloro-ethane / 3.5 h / 0 - 20 °C

3.1: 70 percent / Dimethylaminopyridine; Et₃N / various solvent(s) / 20 h / 20 °C

With dmap; phenylborondichloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dichloro-ethane; 1.1: Metallation / 1.2: Alkylation / 2.1: Substitution / 2.2: o-hydroxyalkylation / 3.1: Esterification;
DOI:10.1055/s-1999-3608

Reference yield:

: 120739-84-6
5-Amino-2-chloro-N-methylpyridine

: 251295-12-2
N-{2-[(E)-1-{[1-(tert-Butyl)-1,1-dimethylsilyl]oxy}-3-phenyl-prop-2-enyl]-6-chloro-3-pyridyl}-N-methylamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: PhBCl₂ / 1,2-dichloro-ethane / 1 h / 0 °C

1.2: 62 percent / iPr₂NEt / 1,2-dichloro-ethane / 3.5 h / 0 - 20 °C

2.1: 70 percent / Dimethylaminopyridine; Et₃N / various solvent(s) / 20 h / 20 °C

With dmap; phenylborondichloride; triethylamine; In 1,2-dichloro-ethane; 1.1: Substitution / 1.2: o-hydroxyalkylation / 2.1: Esterification;
DOI:10.1055/s-1999-3608