3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(8-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-2-amine

Base Information

Chemical Name:3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(8-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-2-amine
CAS No.:1613147-79-7
Molecular Formula:C₂₂H₁₉Cl₂F₂N₃O
Molecular Weight:450.315
Hs Code.:

Synonyms:3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(8-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-2-amine

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Chemical Property of 3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(8-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-2-amine

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Technology Process of 3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(8-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-2-amine

There total 12 articles about 3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(8-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-2-amine 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: 26.0%

: 1613147-83-3
(R)-5-(2-(tert-butoxycarbonyl)-8-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

: 1613147-79-7
3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(8-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-2-amine

Guidance literature:: With hydrogenchloride; In ethyl acetate; at 0 - 20 ℃; for 4h;

Reference yield:

: 877397-70-1
(R)-3-(1-(2,6-dichloro-3-fluorophenyl)ethyoxyl)-2-nitropyridine

: 1613147-79-7
3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(8-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-2-amine

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride; iron / ethanol / 2.58 h / 90 °C

2: N-Bromosuccinimide / acetonitrile / 1.33 h / 0 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 7 h / 95 °C / Inert atmosphere

4: hydrogenchloride / ethyl acetate / 4 h / 0 - 20 °C

With hydrogenchloride; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; iron; caesium carbonate; In 1,2-dimethoxyethane; ethanol; water; ethyl acetate; acetonitrile;

Reference yield:

: 1183945-15-4
N-(4-bromo-2-fluorobenzyl)-2,2-dimethoxyethan-1-amine

: 1613147-79-7
3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(8-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-2-amine

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine; dmap / dichloromethane / 24 h / 20 °C

2: aluminum (III) chloride / dichloromethane / 29 h / -5 - 20 °C

3: sodium tetrahydroborate / acetic acid / 3 h / 20 °C

4: sodium carbonate / tetrahydrofuran; water / 20 °C

5: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 80 °C / Inert atmosphere

6: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 7 h / 95 °C / Inert atmosphere

7: hydrogenchloride / ethyl acetate / 4 h / 0 - 20 °C

With hydrogenchloride; dmap; aluminum (III) chloride; sodium tetrahydroborate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium carbonate; caesium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; acetic acid; ethyl acetate;