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

Base Information

Chemical Name:[trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl tert-butylcarbamate
CAS No.:1312812-89-7
Molecular Formula:C₃₂H₄₉N₅O₃
Molecular Weight:551.773
Hs Code.:

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

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

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

There total 12 articles about [trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl tert-butylcarbamate 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: 31.0%

: 2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}-N-{[trans-4-(hydroxylmethyl)cyclohexyl]methyl}quinoline-4-carboxamide

: 1609-86-5
Tert-butyl isocyanate

: 1312812-89-7
[trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl tert-butylcarbamate

Guidance literature:: With pyridine; In tetrahydrofuran; at 70 ℃; for 48h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.04.014

Reference yield:

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

: 1312812-89-7
[trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl tert-butylcarbamate

Guidance literature:: Multi-step reaction with 10 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

7.1: lithium hydroxide / tetrahydrofuran; water / 32 h / 20 °C / Inert atmosphere

8.1: 4-methyl-morpholine / tetrahydrofuran / 0.5 h / Inert atmosphere

9.1: methanol; sodium tetrahydroborate / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

10.1: pyridine / tetrahydrofuran / 48 h / 70 °C / Inert atmosphere

With 4-methyl-morpholine; pyridine; methanol; sodium tetrahydroborate; 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; water; N,N-dimethyl-formamide; 3.1: Swern oxidation / 3.2: Swern oxidation;
DOI:10.1016/j.bmc.2011.04.014

Reference yield:

: C₂₇H₃₈N₄O₃

: 1312812-89-7
[trans-4-({[(2-{4-[2-(dimethylamino)ethyl]piperidin-1-yl}quinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl tert-butylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: 4-methyl-morpholine / tetrahydrofuran / 0.5 h / Inert atmosphere

2: methanol; sodium tetrahydroborate / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

3: pyridine / tetrahydrofuran / 48 h / 70 °C / Inert atmosphere

With 4-methyl-morpholine; pyridine; methanol; sodium tetrahydroborate; In tetrahydrofuran;
DOI:10.1016/j.bmc.2011.04.014