4-chloro-2-(4-fluorophenyl)-5-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 4-chloro-2-(4-fluorophenyl)-5-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 1420885-99-9
• Molecular Formula: C₂₀H₂₁ClF₄N₂OSi
• Molecular Weight: 444.932

Synonyms:4-chloro-2-(4-fluorophenyl)-5-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property of 4-chloro-2-(4-fluorophenyl)-5-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 4-chloro-2-(4-fluorophenyl)-5-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

There total 6 articles about 4-chloro-2-(4-fluorophenyl)-5-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine 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: 75.0%

4-chloro-2-(4-fluorophenyl)-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]-pyridine (1420885-98-8) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 4-chloro-2-(4-fluorophenyl)-5-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine (1420885-99-9)

Guidance literature:

4-chloro-2-(4-fluorophenyl)-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]-pyridine; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 5 ℃; for 0.5h;

(2-trimethylethylsilylethoxy)methyl chloride;

DOI:10.1021/jm3016014

Reference yield:

3-iodo-5-(trifluoromethyl)pyridine-2-amine (211308-82-6) → 4-chloro-2-(4-fluorophenyl)-5-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine (1420885-99-9)

Guidance literature:

Multi-step reaction with 5 steps

1: copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 0.17 h / 80 °C / Sealed tube

2: potassium tert-butylate; 1-methyl-pyrrolidin-2-one / 12 h / 20 - 120 °C / Inert atmosphere

3: 3-chloro-benzenecarboperoxoic acid / acetone / 12 h / 5 - 20 °C

4: trichlorophosphate / 3 h / 85 °C

5: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 5 °C

With 1-methyl-pyrrolidin-2-one; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium tert-butylate; sodium hydride; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; mineral oil;

DOI:10.1021/jm3016014

Reference yield:

2-amino-5-trifluoromethylpyridine (74784-70-6) → 4-chloro-2-(4-fluorophenyl)-5-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine (1420885-99-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: silver trifluoroacetate / 1,2-dichloro-ethane / 7 h / Reflux

1.2: 12 h / 20 °C / Heating

2.1: copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 0.17 h / 80 °C / Sealed tube

3.1: potassium tert-butylate; 1-methyl-pyrrolidin-2-one / 12 h / 20 - 120 °C / Inert atmosphere

4.1: 3-chloro-benzenecarboperoxoic acid / acetone / 12 h / 5 - 20 °C

5.1: trichlorophosphate / 3 h / 85 °C

6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 5 °C

With 1-methyl-pyrrolidin-2-one; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium tert-butylate; silver trifluoroacetate; sodium hydride; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; mineral oil;

DOI:10.1021/jm3016014

upstream raw materials:

2-amino-5-trifluoromethylpyridine

3-iodo-5-(trifluoromethyl)pyridine-2-amine

3-((4-fluorophenyl)ethynyl)-5-(trifluoromethyl)pyridin-2-amine

2-(4-fluorophenyl)-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine

Downstream raw materials:

N-(3-{[2-(4-fluorophenyl)-5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridin-4-ylamino]methyl}pyridin-2-yl)-N-methylmethanesulfonamide

2-[2-(4-fluorophenyl)-5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridin-4-ylamino]-N-methyl-benzamide

C₂₃H₁₆F₄N₄O

(2,5-difluorobenzyl)-[2-(4-fluorophenyl)-5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridin-4-yl]-amine

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