1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-3-(trifluoroMethyl)-1-[[2-(triMethylsilyl)ethoxy]Methyl]-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-3-(trifluoroMethyl)-1-[[2-(triMethylsilyl)ethoxy]Methyl]-
• CAS No.: 892414-51-6
• Molecular Formula: C₁₄H₁₇ClF₃N₃O₃Si
• Molecular Weight: 395.841
• Mol file: 892414-51-6.mol

Synonyms:6-chloro-4-nitro-3-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-3-(trifluoroMethyl)-1-[[2-(triMethylsilyl)ethoxy]Methyl]-

Chemical Property:

Purity/Quality:

≥95% ^*data from raw suppliers

1H-Pyrrolo[2,3-b]pyridine,6-chloro-4-nitro-3-(trifluoromethyl)-1-[[2-(trimethylsilyl)ethoxy]methyl]- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-3-(trifluoroMethyl)-1-[[2-(triMethylsilyl)ethoxy]Methyl]-

There total 8 articles about 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-3-(trifluoroMethyl)-1-[[2-(triMethylsilyl)ethoxy]Methyl]- 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: 65.0%

6-chloro-4-nitro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine (892414-50-5) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 6-chloro-4-nitro-3-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine (892414-51-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.75h;

DOI:10.1055/s-2006-958935

Reference yield:

2,2,2-trifluoro-1-(2-fluoropyridin-3-yl)ethane-1,1-diol (932406-33-2) → 6-chloro-4-nitro-3-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine (892414-51-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 290 g / potassium carbonate / tetrahydrofuran / 20 °C

2: 81 percent / H₂ / Raney-nickel / ethanol / 20 °C

3: 83 percent / thionyl chloride; pyridine / CH₂Cl₂ / 20 °C

4: 79 percent / m-chloroperbenzoic acid / ethyl acetate / 1 h / 0 °C

5: 76 percent / aq. nitric acid / trifluoroacetic acid / 2 h / 70 °C

6: 100 percent / hexamethyldisilazane; trichloroacetyl chloride / tetrahydrofuran / 0 - 20 °C

7: 65 percent / sodium hydride / dimethylformamide; various solvent(s) / 0.75 h / 20 °C

With pyridine; thionyl chloride; hydrogen; nitric acid; sodium hydride; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetyl chloride; nickel; potassium carbonate; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; trifluoroacetic acid; 1: Henry reaction;

DOI:10.1055/s-2006-958935

Reference yield:

1,1,1-trifluoro-2-(2-fluoropyridin-3-yl)-3-nitropropan-2-ol (892414-45-8) → 6-chloro-4-nitro-3-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine (892414-51-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / H₂ / Raney-nickel / ethanol / 20 °C

2: 83 percent / thionyl chloride; pyridine / CH₂Cl₂ / 20 °C

3: 79 percent / m-chloroperbenzoic acid / ethyl acetate / 1 h / 0 °C

4: 76 percent / aq. nitric acid / trifluoroacetic acid / 2 h / 70 °C

5: 100 percent / hexamethyldisilazane; trichloroacetyl chloride / tetrahydrofuran / 0 - 20 °C

6: 65 percent / sodium hydride / dimethylformamide; various solvent(s) / 0.75 h / 20 °C

With pyridine; thionyl chloride; hydrogen; nitric acid; sodium hydride; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetyl chloride; nickel; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1055/s-2006-958935

upstream raw materials:

6-chloro-4-nitro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine

(2-trimethylethylsilylethoxy)methyl chloride

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

3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine 7-oxide

Downstream raw materials:

benzyl (6-chloro-3-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)(2-fluoro-4-nitrophenyl)acetate

4-[(6-chloro-3-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]-pyridin-4-yl)oxy]-3,5-difluoroaniline

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