5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-ylamine

Base Information

Chemical Name:5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-ylamine
CAS No.:858859-76-4
Molecular Formula:C₃₀H₃₅N₃O
Molecular Weight:453.627
Hs Code.:

5-{4-[2-(3,5-di-<i>tert</i>-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-ylamine

Synonyms:5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-ylamine

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Chemical Property of 5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-ylamine

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Technology Process of 5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-ylamine

There total 12 articles about 5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-ylamine 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: 53.0%

: 858859-75-3
4-(7-amino-[1,8]naphthyridin-4-yl)-phenol

: 858859-68-4
toluene-4-sulfonic acid 2-(3,5-di-tert-butyl-phenyl)-ethyl ester

: 858859-76-4
5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-ylamine

Guidance literature:: 4-(7-amino-[1,8]naphthyridin-4-yl)-phenol; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.75h;

toluene-4-sulfonic acid 2-(3,5-di-tert-butyl-phenyl)-ethyl ester; In N,N-dimethyl-formamide; at 20 ℃; for 22h;
DOI:10.1021/ol050987f

Reference yield:

: 62938-08-3
3,5-di-tert-butylbenzyl bromide

: 858859-76-4
5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-ylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 60 percent / dimethylsulfoxide / 20 h / 20 °C

2.1: 88 percent / aq. KOH / tetrahydrofuran; ethanol / 192 h / 100 °C

3.1: 92 percent / LiAlH₄ / ethanol / 3 h / Heating

4.1: 95 percent / pyridine / 18 h / 0 °C

5.1: K₂CO₃ / dimethylformamide / 0.75 h / 20 °C

5.2: 53 percent / dimethylformamide / 22 h / 20 °C

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ol050987f

Reference yield:

: 858859-61-7
7-amino-4-(4-methoxy-phenyl)-1H-[1,8]naphthyridin-2-one

: 858859-76-4
5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-ylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 86 percent / dimethyl ether / 2.5 Torr

2.1: POCl₃ / 2 h / 100 °C

3.1: 94 percent / H₂ / Pd/C / methanol / 20 °C

4.1: 93 percent / BBr₃ / CH₂Cl₂ / 16 h / 20 °C

5.1: K₂CO₃ / dimethylformamide / 0.75 h / 20 °C

5.2: 53 percent / dimethylformamide / 22 h / 20 °C

With hydrogen; boron tribromide; potassium carbonate; trichlorophosphate; palladium on activated charcoal; In methanol; Dimethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol050987f