N-[4-(4-methoxyphenyl)but-1-yl]-2-[8-ethoxycarbonyl-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl]-2-oxoacetamide

Base Information

Chemical Name:N-[4-(4-methoxyphenyl)but-1-yl]-2-[8-ethoxycarbonyl-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl]-2-oxoacetamide
CAS No.:853021-75-7
Molecular Formula:C₃₅H₃₈N₂O₅
Molecular Weight:566.697
Hs Code.:

Synonyms:N-[4-(4-methoxyphenyl)but-1-yl]-2-[8-ethoxycarbonyl-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl]-2-oxoacetamide

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Chemical Property of N-[4-(4-methoxyphenyl)but-1-yl]-2-[8-ethoxycarbonyl-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl]-2-oxoacetamide

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Technology Process of N-[4-(4-methoxyphenyl)but-1-yl]-2-[8-ethoxycarbonyl-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl]-2-oxoacetamide

There total 10 articles about N-[4-(4-methoxyphenyl)but-1-yl]-2-[8-ethoxycarbonyl-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl]-2-oxoacetamide 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: 95.0%

: 853021-65-5
ethyl 2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-8-carboxylate

: 79-37-8
oxalyl dichloride

: 72457-26-2
4-(4-Methoxyphenyl)butylamine

: 853021-75-7
N-[4-(4-methoxyphenyl)but-1-yl]-2-[8-ethoxycarbonyl-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl]-2-oxoacetamide

Guidance literature:: ethyl 2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-8-carboxylate; oxalyl dichloride; In diethyl ether; at 20 ℃; for 1h;

4-(4-Methoxyphenyl)butylamine; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/j.tet.2005.02.041

Reference yield:

: 853021-69-9
ethyl 8-iodo-1,2,3,4-tetrahydroquinoline-6-carboxylate

: 853021-75-7
N-[4-(4-methoxyphenyl)but-1-yl]-2-[8-ethoxycarbonyl-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl]-2-oxoacetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / triethylamine; bis(triphenylphosphine)palladium dichloride; copper(I) iodide / 1 h / 0 °C

2.1: 70 percent / palladium dichloride / acetonitrile / 16 h / Heating

3.1: diethyl ether / 1 h / 20 °C

3.2: 95 percent / tetrahydrofuran / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; palladium dichloride; In diethyl ether; acetonitrile; 1.1: Sonogashira coupling;
DOI:10.1016/j.tet.2005.02.041

Reference yield:

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

: 853021-75-7
N-[4-(4-methoxyphenyl)but-1-yl]-2-[8-ethoxycarbonyl-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl]-2-oxoacetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 60 percent / N-bromosuccinimide / CCl₄ / 3 h / 20 °C

2.1: 60 percent / dimethylformamide / 16 h / Heating

3.1: 95 percent / hydrogen peroxide; NaOH / H₂O / 24 h / Heating

4.1: 60 percent / HCl / H₂O / 72 h / Heating

5.1: 60 percent / iodine monochloride; calcium carbonate / methanol; H₂O / 0 - 20 °C

6.1: 92 percent / triethylamine; bis(triphenylphosphine)palladium dichloride; copper(I) iodide / 1 h / 0 °C

7.1: 70 percent / palladium dichloride / acetonitrile / 16 h / Heating

8.1: diethyl ether / 1 h / 20 °C

8.2: 95 percent / tetrahydrofuran / 20 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; N-Bromosuccinimide; copper(l) iodide; dihydrogen peroxide; Iodine monochloride; triethylamine; calcium carbonate; palladium dichloride; In methanol; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile; 6.1: Sonogashira coupling;
DOI:10.1016/j.tet.2005.02.041