methyl trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexanecarboxylate

Base Information

Chemical Name:methyl trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexanecarboxylate
CAS No.:1312812-91-1
Molecular Formula:C₂₈H₄₀N₄O₃
Molecular Weight:480.651
Hs Code.:

Synonyms:methyl trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexanecarboxylate

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Chemical Property of methyl trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexanecarboxylate

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Technology Process of methyl trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexanecarboxylate

There total 7 articles about methyl trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexanecarboxylate 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:

: 1312813-00-5
2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinoline-4-carboxylic acid

: 50738-63-1
trans-4-aminomethyl-cyclohexanecarboxylic acid methyl ester

: 1312812-91-1
methyl trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexanecarboxylate

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 40 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.04.014

Reference yield:

: 622-26-4
4-(2-Hydroxyethyl)piperidine

: 1312812-91-1
methyl trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / 0.5 h / 200 °C / Inert atmosphere; Microwave irradiation

2.1: sulfuric acid / 4.5 h / 120 °C / Inert atmosphere; Microwave irradiation

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

3.2: 1.33 h / -78 - 20 °C / Inert atmosphere

4.1: methanol / 0.08 h / Inert atmosphere

4.2: 2 h / 20 °C / Inert atmosphere

5.1: water; lithium hydroxide / tetrahydrofuran / 20 °C / Inert atmosphere

6.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 0 - 40 °C / Inert atmosphere

With pyridine; oxalyl dichloride; sulfuric acid; water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Swern oxidation / 3.2: Swern oxidation;
DOI:10.1016/j.bmc.2011.04.014

Reference yield:

: 1312812-97-7
2-[4-(2-hydroxyethyl)piperidin-1-yl]quinoline-4-carboxylic acid

: 1312812-91-1
methyl trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sulfuric acid / 4.5 h / 120 °C / Inert atmosphere; Microwave irradiation

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

2.2: 1.33 h / -78 - 20 °C / Inert atmosphere

3.1: methanol / 0.08 h / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

4.1: water; lithium hydroxide / tetrahydrofuran / 20 °C / Inert atmosphere

5.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 0 - 40 °C / Inert atmosphere

With oxalyl dichloride; sulfuric acid; water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 2.1: Swern oxidation / 2.2: Swern oxidation;
DOI:10.1016/j.bmc.2011.04.014