(2S,4R)-1-acetyl-6-[3,4-bis(methyloxy)phenyl]-2-methyl-N-3-pyridinyl-1,2,3,4-tetrahydro-4-quinolinamine

Base Information

Chemical Name:(2S,4R)-1-acetyl-6-[3,4-bis(methyloxy)phenyl]-2-methyl-N-3-pyridinyl-1,2,3,4-tetrahydro-4-quinolinamine
CAS No.:1300694-31-8
Molecular Formula:C₂₅H₂₇N₃O₃
Molecular Weight:417.508
Hs Code.:

Synonyms:(2S,4R)-1-acetyl-6-[3,4-bis(methyloxy)phenyl]-2-methyl-N-3-pyridinyl-1,2,3,4-tetrahydro-4-quinolinamine

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Chemical Property of (2S,4R)-1-acetyl-6-[3,4-bis(methyloxy)phenyl]-2-methyl-N-3-pyridinyl-1,2,3,4-tetrahydro-4-quinolinamine

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Technology Process of (2S,4R)-1-acetyl-6-[3,4-bis(methyloxy)phenyl]-2-methyl-N-3-pyridinyl-1,2,3,4-tetrahydro-4-quinolinamine

There total 10 articles about (2S,4R)-1-acetyl-6-[3,4-bis(methyloxy)phenyl]-2-methyl-N-3-pyridinyl-1,2,3,4-tetrahydro-4-quinolinamine 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: 4.56%

: 1300696-16-5
(2S,4R)-1-acetyl-6-[3,4-bis(methyloxy)phenyl]-2-methyl-1,2,3,4-tetrahydro-4-quinolinamine

: 1692-25-7
3-pyridylboronic acid

: 1300694-31-8
(2S,4R)-1-acetyl-6-[3,4-bis(methyloxy)phenyl]-2-methyl-N-3-pyridinyl-1,2,3,4-tetrahydro-4-quinolinamine

Guidance literature:: (2S,4R)-1-acetyl-6-[3,4-bis(methyloxy)phenyl]-2-methyl-1,2,3,4-tetrahydro-4-quinolinamine; With triethylamine; copper diacetate; In dichloromethane; for 0.166667h;

3-pyridylboronic acid; In dichloromethane; at 20 ℃; for 278h;

Reference yield:

: 106-40-1
4-bromo-aniline

: 1300694-31-8
(2S,4R)-1-acetyl-6-[3,4-bis(methyloxy)phenyl]-2-methyl-N-3-pyridinyl-1,2,3,4-tetrahydro-4-quinolinamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: (R-BINAP)ditriflatebis(acetonitrile)palladium(ll) / toluene / 0.33 h / Inert atmosphere

1.2: 16 h

2.1: sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water / ethanol / 2 h / -10 - 20 °C

2.2: 1 h / 20 °C

3.1: pyridine / dichloromethane / 16 h / 20 °C / Inert atmosphere

4.1: sodium hydrogencarbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 1 h / 100 °C / Inert atmosphere; Microwave irradiation

5.1: aluminum (III) chloride / dichloromethane / 2 h / 0 °C / Cooling with ice

5.2: 0.33 h / 0 °C

6.1: triethylamine / copper diacetate / dichloromethane / 0.17 h

6.2: 278 h / 20 °C

With pyridine; aluminum (III) chloride; sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water; sodium hydrogencarbonate; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; (R-BINAP)ditriflatebis(acetonitrile)palladium(ll); copper diacetate; In 1,4-dioxane; ethanol; dichloromethane; water; toluene;

Reference yield:

: 108-86-1,52753-63-6
bromobenzene

: 1300694-31-8
(2S,4R)-1-acetyl-6-[3,4-bis(methyloxy)phenyl]-2-methyl-N-3-pyridinyl-1,2,3,4-tetrahydro-4-quinolinamine

Guidance literature:: Multi-step reaction with 9 steps

1.1: caesium carbonate / toluene / 0.75 h / Inert atmosphere

1.2: 16.75 h / 80 °C / Inert atmosphere

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.33 h / Inert atmosphere; Cooling with ice

3.1: sulfuric acid / toluene / 2 h / 60 °C

4.1: lithium tert-butoxide / tetrahydrofuran; ethyl acetate / 0.5 h

5.1: sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water / ethanol / 2 h / -10 - 20 °C

5.2: 1 h / 20 °C

6.1: pyridine / dichloromethane / 16 h / 20 °C / Inert atmosphere

7.1: sodium hydrogencarbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 1 h / 100 °C / Inert atmosphere; Microwave irradiation

8.1: aluminum (III) chloride / dichloromethane / 2 h / 0 °C / Cooling with ice

8.2: 0.33 h / 0 °C

9.1: triethylamine / copper diacetate / dichloromethane / 0.17 h

9.2: 278 h / 20 °C

With pyridine; aluminum (III) chloride; sodium tetrahydroborate; N-Bromosuccinimide; magnesium(II) chloride hexahydrate; sulfuric acid; water; sodium hydrogencarbonate; caesium carbonate; triethylamine; lithium tert-butoxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; copper diacetate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;