tert-butyl (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:tert-butyl (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.:1148129-88-7
Molecular Formula:C₃₁H₃₈F₆N₆O₂
Molecular Weight:640.672
Hs Code.:

tert-butyl (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 tert-butyl (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 tert-butyl (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 6 articles about tert-butyl (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:

: 1148129-86-5
tert-butyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-bromopyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate

: 761446-44-0
1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

: 1148129-88-7
tert-butyl (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 tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 90 ℃; for 20h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b00900

Reference yield:

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

: 1148129-88-7
tert-butyl (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 5 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

With 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; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/acs.jmedchem.7b00900

Reference yield:

: 1148130-18-0
tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate

: 1148129-88-7
tert-butyl (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: palladium 10% on activated carbon; hydrogen / ethanol / 5 h / 55 °C

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

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

3.2: 1 h / 20 °C / Inert atmosphere

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

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