ethyl 4-{(2S,4R)-1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}benzoate

Base Information

Chemical Name:ethyl 4-{(2S,4R)-1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}benzoate
CAS No.:1300694-19-2
Molecular Formula:C₂₇H₂₇ClN₂O₃
Molecular Weight:462.976
Hs Code.:

Synonyms:ethyl 4-{(2S,4R)-1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}benzoate

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Chemical Property of ethyl 4-{(2S,4R)-1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}benzoate

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Technology Process of ethyl 4-{(2S,4R)-1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}benzoate

There total 10 articles about ethyl 4-{(2S,4R)-1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}benzoate 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: 32.0%

: 106-39-8
bromochlorobenzene

: 1300695-49-1
ethyl 4-[(2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl]benzoate

: 1300694-19-2
ethyl 4-{(2S,4R)-1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}benzoate

Guidance literature:: bromochlorobenzene; ethyl 4-[(2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl]benzoate; With sodium t-butanolate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; DavePhos; In toluene; at 70 ℃; for 16h; Inert atmosphere;

With methanol; In dichloromethane; toluene; for 0.166667h;

Reference yield:

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

: 1300694-19-2
ethyl 4-{(2S,4R)-1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 6 h / 105 °C / Inert atmosphere

2.1: aluminum (III) chloride / dichloromethane / 0.33 h / 0 - 6 °C

2.2: 0.51 h / 0 °C

3.1: sodium t-butanolate / DavePhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 16 h / 70 °C / Inert atmosphere

With aluminum (III) chloride; sodium carbonate; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; DavePhos; In 1,2-dimethoxyethane; dichloromethane; water; toluene;

Reference yield:

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

: 1300694-19-2
ethyl 4-{(2S,4R)-1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl}benzoate

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 6 h / 105 °C / Inert atmosphere

3.1: aluminum (III) chloride / dichloromethane / 0.33 h / 0 - 6 °C

3.2: 0.51 h / 0 °C

4.1: sodium t-butanolate / DavePhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 16 h / 70 °C / Inert atmosphere

With pyridine; aluminum (III) chloride; sodium carbonate; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; DavePhos; In 1,2-dimethoxyethane; dichloromethane; water; toluene;