methyl 4-(3-(1-benzyl-1H-imidazol-4-yl)-1-hydroxy-1H-pyrazol-4-yl)piperidine-1-carboxylate

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Chemical Name:methyl 4-(3-(1-benzyl-1H-imidazol-4-yl)-1-hydroxy-1H-pyrazol-4-yl)piperidine-1-carboxylate
CAS No.:1449431-63-3
Molecular Formula:C₂₀H₂₃N₅O₃
Molecular Weight:381.434
Hs Code.:

Synonyms:methyl 4-(3-(1-benzyl-1H-imidazol-4-yl)-1-hydroxy-1H-pyrazol-4-yl)piperidine-1-carboxylate

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Chemical Property of methyl 4-(3-(1-benzyl-1H-imidazol-4-yl)-1-hydroxy-1H-pyrazol-4-yl)piperidine-1-carboxylate

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Technology Process of methyl 4-(3-(1-benzyl-1H-imidazol-4-yl)-1-hydroxy-1H-pyrazol-4-yl)piperidine-1-carboxylate

There total 4 articles about methyl 4-(3-(1-benzyl-1H-imidazol-4-yl)-1-hydroxy-1H-pyrazol-4-yl)piperidine-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: 43.0%

: 1449431-48-4
methyl 4-(3-(1-benzyl-2-chloro-1H-imidazol-4-yl)-1-(benzyloxy)-1H-pyrazol-4-yl)piperidine-1-carboxylate

: 1449431-63-3
methyl 4-(3-(1-benzyl-1H-imidazol-4-yl)-1-hydroxy-1H-pyrazol-4-yl)piperidine-1-carboxylate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jm4006466

Reference yield:

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

: 1449431-63-3
methyl 4-(3-(1-benzyl-1H-imidazol-4-yl)-1-hydroxy-1H-pyrazol-4-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 1449431-63-3
methyl 4-(3-(1-benzyl-1H-imidazol-4-yl)-1-hydroxy-1H-pyrazol-4-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 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

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