(1r,4r)-4-(methoxycarbonyl)-cyclohexyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate

Base Information

Chemical Name:(1r,4r)-4-(methoxycarbonyl)-cyclohexyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate
CAS No.:1149362-89-9
Molecular Formula:C₃₅H₄₂F₆N₆O₄
Molecular Weight:724.747
Hs Code.:

(1r,4r)-4-(methoxycarbonyl)-cyclohexyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate

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Chemical Property of (1r,4r)-4-(methoxycarbonyl)-cyclohexyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate

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Technology Process of (1r,4r)-4-(methoxycarbonyl)-cyclohexyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate

There total 10 articles about (1r,4r)-4-(methoxycarbonyl)-cyclohexyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate 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:

: 1148129-95-6
N-(3,5-bis-(trifluoromethyl)benzyl)-N-((2R,4r,6S)-2,6-diethylpiperidin-4-yl)-5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amine

: methyl (1r,4r)-4-((chlorocarbonyl)oxy)cyclohexane-1-carboxylate

: 1149362-89-9
(1r,4r)-4-(methoxycarbonyl)-cyclohexyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b00900

Reference yield:

: 1003843-30-8
tert-butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate

: 1149362-89-9
(1r,4r)-4-(methoxycarbonyl)-cyclohexyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: titanium(IV)isopropoxide / methanol / 20 °C / Inert atmosphere

1.2: 1 h / 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 5 h / 55 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3.5 h / 120 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

5.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 20 h / 90 °C / Inert atmosphere

6.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; titanium(IV)isopropoxide; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; 1,2-dimethoxyethane; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/acs.jmedchem.7b00900

Reference yield:

: 1148130-20-4
tert-butyl (2R,4r,6S)-4-((5-bromopyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate

: 1149362-89-9
(1r,4r)-4-(methoxycarbonyl)-cyclohexyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / Inert atmosphere

1.2: 1 h / 20 °C / Inert atmosphere

2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 20 h / 90 °C / Inert atmosphere

3.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; In 1,2-dimethoxyethane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/acs.jmedchem.7b00900