methyl 3-bromo-5-(2,6-difluorophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxylate

Base Information

• Chemical Name: methyl 3-bromo-5-(2,6-difluorophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxylate
• CAS No.: 1253734-24-5
• Molecular Formula: C₂₄H₂₄BrF₂N₃O₃Si
• Molecular Weight: 548.459

Synonyms:methyl 3-bromo-5-(2,6-difluorophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxylate

Chemical Property of methyl 3-bromo-5-(2,6-difluorophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxylate

Chemical Property:

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Technology Process of methyl 3-bromo-5-(2,6-difluorophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxylate

There total 10 articles about methyl 3-bromo-5-(2,6-difluorophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-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:

methanol (67-56-1) + 3-bromo-5-(2,6-difluorophenyl)-1-{[2-(trimethylsilyl)ethoxy]-methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxylic acid (1253734-23-4) → methyl 3-bromo-5-(2,6-difluorophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxylate (1253734-24-5) + methyl 3-bromo-5-(2,6-difluorophenyl)-2-{[2-(trimethylsilyl)ethoxy]methyl}-2H-pyrazolo[4,3-c]-isoquinoline-7-carboxylate (1253734-25-6)

Guidance literature:

With sodium hydroxide; at 20 ℃; for 0.0833333h;

Reference yield:

3-(4-iodophenyl)-1H-pyrazol-4-ylamine (1253733-68-4) → methyl 3-bromo-5-(2,6-difluorophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxylate (1253734-24-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: pyridine / dichloromethane / 3 h / 0 - 20 °C

2.1: phosphorus pentoxide / 23 h / 165 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

3.2: 16 h / 20 °C

4.1: palladium-triphenylphosphine / N,N-dimethyl-formamide / 3.17 h / Inert atmosphere; Reflux

5.1: osmium(VIII) oxide; sodium periodate / water; tert-butyl alcohol; tetrahydrofuran

6.1: potassium permanganate / water; acetone / 1 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

8.1: potassium hydroxide; bromine / N,N-dimethyl-formamide / 1 h / 20 °C

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

10.1: sodium hydroxide / 0.08 h / 20 °C

With pyridine; potassium permanganate; sodium periodate; osmium(VIII) oxide; phosphorus pentoxide; bromine; sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; palladium-triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil; tert-butyl alcohol;

Reference yield:

2,6-difluoro-N-[5-(4-iodophenyl)-1H-pyrazol-4-yl]benzamide (1253733-69-5) → methyl 3-bromo-5-(2,6-difluorophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxylate (1253734-24-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: phosphorus pentoxide / 23 h / 165 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 16 h / 20 °C

3.1: palladium-triphenylphosphine / N,N-dimethyl-formamide / 3.17 h / Inert atmosphere; Reflux

4.1: osmium(VIII) oxide; sodium periodate / water; tert-butyl alcohol; tetrahydrofuran

5.1: potassium permanganate / water; acetone / 1 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

7.1: potassium hydroxide; bromine / N,N-dimethyl-formamide / 1 h / 20 °C

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

9.1: sodium hydroxide / 0.08 h / 20 °C

With potassium permanganate; sodium periodate; osmium(VIII) oxide; phosphorus pentoxide; bromine; sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; palladium-triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil; tert-butyl alcohol;

upstream raw materials:

methanol

3-bromo-5-(2,6-difluorophenyl)-1-{[2-(trimethylsilyl)ethoxy]-methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxylic acid

3-(4-iodophenyl)-1H-pyrazol-4-ylamine

2,6-difluoro-N-[5-(4-iodophenyl)-1H-pyrazol-4-yl]benzamide

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