3-(4-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1, 2,3,4-tetrahydroquinolin-6-yl)phenyl)-N-(2-(dimethylamino)ethyl)propanamide

Base Information

Chemical Name:3-(4-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1, 2,3,4-tetrahydroquinolin-6-yl)phenyl)-N-(2-(dimethylamino)ethyl)propanamide
CAS No.:1403778-29-9
Molecular Formula:C₃₁H₃₆N₆O₂
Molecular Weight:524.666
Hs Code.:

Synonyms:3-(4-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1, 2,3,4-tetrahydroquinolin-6-yl)phenyl)-N-(2-(dimethylamino)ethyl)propanamide

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Chemical Property of 3-(4-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1, 2,3,4-tetrahydroquinolin-6-yl)phenyl)-N-(2-(dimethylamino)ethyl)propanamide

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Technology Process of 3-(4-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1, 2,3,4-tetrahydroquinolin-6-yl)phenyl)-N-(2-(dimethylamino)ethyl)propanamide

There total 7 articles about 3-(4-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1, 2,3,4-tetrahydroquinolin-6-yl)phenyl)-N-(2-(dimethylamino)ethyl)propanamide 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: 48.0%

: 1403384-85-9
3-(4-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)phenyl)propanoic acid

: 108-00-9
N,N-dimethylethylenediamine

: 1403778-29-9
3-(4-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1, 2,3,4-tetrahydroquinolin-6-yl)phenyl)-N-(2-(dimethylamino)ethyl)propanamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 0.5h;

Reference yield:

: 1300031-98-4
1-methylethyl [(2S,4R)-1-acetyl-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl]carbamate

: 1403778-29-9
3-(4-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1, 2,3,4-tetrahydroquinolin-6-yl)phenyl)-N-(2-(dimethylamino)ethyl)propanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: aluminum (III) chloride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

1.3: 2 h

2.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 2 h / 200 °C / Inert atmosphere; Microwave irradiation

3.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2.5 h / 80 °C / Inert atmosphere

4.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol / 2 h / 80 °C

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h

With aluminum (III) chloride; potassium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1300031-95-1
1-methylethyl [(2S,4R)-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl]carbamate

: 1403778-29-9
3-(4-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1, 2,3,4-tetrahydroquinolin-6-yl)phenyl)-N-(2-(dimethylamino)ethyl)propanamide

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: aluminum (III) chloride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

2.3: 2 h

3.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 2 h / 200 °C / Inert atmosphere; Microwave irradiation

4.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2.5 h / 80 °C / Inert atmosphere

5.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol / 2 h / 80 °C

6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h

With pyridine; aluminum (III) chloride; potassium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;