(2S,4R)-1-acetyl-2-methyl-6-[4-(1-piperidinylmethyl)phenyl]-1,2,3,4-tetrahydro-4-quinolinamine

Base Information

Chemical Name:(2S,4R)-1-acetyl-2-methyl-6-[4-(1-piperidinylmethyl)phenyl]-1,2,3,4-tetrahydro-4-quinolinamine
CAS No.:1300695-72-0
Molecular Formula:C₂₄H₃₁N₃O
Molecular Weight:377.53
Hs Code.:

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

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

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

There total 11 articles about (2S,4R)-1-acetyl-2-methyl-6-[4-(1-piperidinylmethyl)phenyl]-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: 18.12%

: 1300695-75-3
1-methylethyl {(2S,4R)-1-acetyl-2-methyl-6-[4-(1-piperidinyl methyl)phenyl]-1,2,3,4-tetrahydro-4-quinolinyl}carbamate

: 1300695-72-0
(2S,4R)-1-acetyl-2-methyl-6-[4-(1-piperidinylmethyl)phenyl]-1,2,3,4-tetrahydro-4-quinolinamine

Guidance literature:: 1-methylethyl {(2S,4R)-1-acetyl-2-methyl-6-[4-(1-piperidinyl methyl)phenyl]-1,2,3,4-tetrahydro-4-quinolinyl}carbamate; With aluminum (III) chloride; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

With methanol; triethylamine; In dichloromethane;

Reference yield:

: 106-40-1
4-bromo-aniline

: 1300695-72-0
(2S,4R)-1-acetyl-2-methyl-6-[4-(1-piperidinylmethyl)phenyl]-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: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; toluene / 16 h / 90 °C / Inert atmosphere

5.1: acetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

5.2: 60 h / 20 °C

6.1: aluminum (III) chloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

With pyridine; aluminum (III) chloride; sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water; potassium carbonate; acetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (R-BINAP)ditriflatebis(acetonitrile)palladium(ll); In ethanol; dichloromethane; toluene;

Reference yield:

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

: 1300695-72-0
(2S,4R)-1-acetyl-2-methyl-6-[4-(1-piperidinylmethyl)phenyl]-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: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; toluene / 16 h / 90 °C / Inert atmosphere

8.1: acetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

8.2: 60 h / 20 °C

9.1: aluminum (III) chloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

With pyridine; aluminum (III) chloride; sodium tetrahydroborate; N-Bromosuccinimide; magnesium(II) chloride hexahydrate; sulfuric acid; water; potassium carbonate; caesium carbonate; acetic acid; lithium tert-butoxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;