3-(1-benzyl-1H-imidazol-4-yl)-4-(piperidin-4-yl)-1H-pyrazol-1-ol

Base Information

Chemical Name:3-(1-benzyl-1H-imidazol-4-yl)-4-(piperidin-4-yl)-1H-pyrazol-1-ol
CAS No.:1449431-58-6
Molecular Formula:C₁₈H₂₁N₅O
Molecular Weight:323.398
Hs Code.:

Synonyms:

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Chemical Property of 3-(1-benzyl-1H-imidazol-4-yl)-4-(piperidin-4-yl)-1H-pyrazol-1-ol

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Technology Process of 3-(1-benzyl-1H-imidazol-4-yl)-4-(piperidin-4-yl)-1H-pyrazol-1-ol

There total 5 articles about 3-(1-benzyl-1H-imidazol-4-yl)-4-(piperidin-4-yl)-1H-pyrazol-1-ol 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:

: 106848-38-8
1-benzyl-4-bromo-1H-imidazole

: 1449431-58-6
3-(1-benzyl-1H-imidazol-4-yl)-4-(piperidin-4-yl)-1H-pyrazol-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 19 h / -78 - 20 °C / Inert atmosphere

2.1: isopropylmagnesium chloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; copper(l) iodide / N,N-dimethyl-formamide / 72 h / 110 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / dichloromethane / 4 h / 20 °C

5.1: hydrogen bromide / water / 4 h / Reflux

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; palladium 10% on activated carbon; hydrogen bromide; hydrogen; isopropylmagnesium chloride; cesium fluoride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 3.1: |Stille Cross Coupling;
DOI:10.1021/jm4006466

Reference yield:

: 31250-80-3
1-benzyl-2,4,5-tribromo-1H-imidazole

: 1449431-58-6
3-(1-benzyl-1H-imidazol-4-yl)-4-(piperidin-4-yl)-1H-pyrazol-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: ethylmagnesium bromide / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 19 h / -78 - 20 °C / Inert atmosphere

3.1: isopropylmagnesium chloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; copper(l) iodide / N,N-dimethyl-formamide / 72 h / 110 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / dichloromethane / 4 h / 20 °C

6.1: hydrogen bromide / water / 4 h / Reflux

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; palladium 10% on activated carbon; ethylmagnesium bromide; hydrogen bromide; hydrogen; isopropylmagnesium chloride; cesium fluoride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 4.1: |Stille Cross Coupling;
DOI:10.1021/jm4006466

Reference yield:

: 1-benzyl-4-bromo-2-chloro-1H-imidazole

: 1449431-58-6
3-(1-benzyl-1H-imidazol-4-yl)-4-(piperidin-4-yl)-1H-pyrazol-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: isopropylmagnesium chloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; copper(l) iodide / N,N-dimethyl-formamide / 72 h / 110 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / dichloromethane / 4 h / 20 °C

4.1: hydrogen bromide / water / 4 h / Reflux

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen bromide; hydrogen; isopropylmagnesium chloride; cesium fluoride; In dichloromethane; water; N,N-dimethyl-formamide; 2.1: |Stille Cross Coupling;
DOI:10.1021/jm4006466