ethyl 5-[3-cyano-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]pentanoate

Base Information

Chemical Name:ethyl 5-[3-cyano-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]pentanoate
CAS No.:1262394-34-2
Molecular Formula:C₂₈H₃₂N₂O₂
Molecular Weight:428.574
Hs Code.:

Synonyms:ethyl 5-[3-cyano-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]pentanoate

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Chemical Property of ethyl 5-[3-cyano-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]pentanoate

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Technology Process of ethyl 5-[3-cyano-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]pentanoate

There total 9 articles about ethyl 5-[3-cyano-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]pentanoate 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: 55.0%

: ethyl (2E,4E)-5-[3-cyano-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]penta-2,4-dienoate

: 1262394-34-2
ethyl 5-[3-cyano-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]pentanoate

Guidance literature:: With ammonia; hydrogen; In N,N-dimethyl acetamide; at 20 ℃; for 4h; under 3750.38 Torr;
DOI:10.1021/jm101236h

Reference yield:

: 304854-54-4
2-amino-5-bromo-N-methoxy-N-methyl-benzamide

: 1262394-34-2
ethyl 5-[3-cyano-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

2.1: methanesulfonic acid / toluene / 17 h / Reflux

3.1: N-benzyl-N,N,N-triethylammonium chloride; palladium diacetate; triethylamine / N,N-dimethyl-formamide / 20 h / 70 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C

4.2: 0.5 h / 20 °C

5.1: ammonia; hydrogen / N,N-dimethyl acetamide / 4 h / 20 °C / 3750.38 Torr

With methanesulfonic acid; N-benzyl-N,N,N-triethylammonium chloride; ammonia; hydrogen; palladium diacetate; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene; mineral oil; 3.1: Heck reaction / 4.1: Horner-Wadsworth-Emmons olefination / 4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm101236h

Reference yield:

: 660451-84-3
4-(4-methylphenyl)-2-(2-methylpropyl)-6-[(1E)-3-oxoprop-1-en-1-yl]quinoline-3-carbonitrile

: 1262394-34-2
ethyl 5-[3-cyano-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C

1.2: 0.5 h / 20 °C

2.1: ammonia; hydrogen / N,N-dimethyl acetamide / 4 h / 20 °C / 3750.38 Torr

With ammonia; hydrogen; sodium hydride; In tetrahydrofuran; N,N-dimethyl acetamide; mineral oil; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm101236h