5-[2,4-Dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(1-methyl-4-piperidinyl)-3-isoxazolecarboxamide

Base Information

• Chemical Name: 5-[2,4-Dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(1-methyl-4-piperidinyl)-3-isoxazolecarboxamide
• CAS No.: 1253584-84-7
• Molecular Formula: C₂₂H₂₂N₄O₇
• Molecular Weight: 454.439
• Mol file: 1253584-84-7.mol

Synonyms:5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide

Chemical Property of 5-[2,4-Dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(1-methyl-4-piperidinyl)-3-isoxazolecarboxamide

Chemical Property:

• Solubility.: Soluble in DMSO

Purity/Quality:

99%, ^*data from raw suppliers

NMS-E973 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 5-[2,4-Dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(1-methyl-4-piperidinyl)-3-isoxazolecarboxamide

There total 7 articles about 5-[2,4-Dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(1-methyl-4-piperidinyl)-3-isoxazolecarboxamide 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:

4-Amino-1-methylpiperidine (41838-46-4) + 5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]isoxazole-3-carboxylic acid (1253585-66-8) → 5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide (1253584-84-7)

Guidance literature:

5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]isoxazole-3-carboxylic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl acetamide; at 20 ℃; for 0.25h;

4-Amino-1-methylpiperidine; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 20 ℃;

DOI:10.1016/j.bmc.2013.09.018

Reference yield:

4-Fluoronitrobenzene (350-46-9,178603-76-4) → 5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide (1253584-84-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / dimethyl sulfoxide / 2 h / 110 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -50 °C

2.2: 2 h / 20 °C

3.1: hydroxylamine hydrochloride / ethanol / 2 h / Reflux

4.1: boron tribromide / dichloromethane / 120 h / 0 - 20 °C

5.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl acetamide / 0.25 h / 20 °C

5.2: 20 °C

With hydroxylamine hydrochloride; boron tribromide; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; dimethyl sulfoxide;

DOI:10.1016/j.bmc.2013.09.018

Reference yield:

1-[2,4-dimethoxy-6-(4-nitrophenoxy)phenyl]ethanone → 5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide (1253584-84-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -50 °C

1.2: 2 h / 20 °C

2.1: hydroxylamine hydrochloride / ethanol / 2 h / Reflux

3.1: boron tribromide / dichloromethane / 120 h / 0 - 20 °C

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl acetamide / 0.25 h / 20 °C

4.2: 20 °C

With hydroxylamine hydrochloride; boron tribromide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide;

DOI:10.1016/j.bmc.2013.09.018

upstream raw materials:

4-Fluoronitrobenzene

4-Amino-1-methylpiperidine

5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]isoxazole-3-carboxylic acid

2-hydroxy-4,6-dimethoxyacetophenone

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