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

Base Information

• Chemical Name: 2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 918514-78-0
• Molecular Formula: C8H5F3N2
• Molecular Weight: 186.136
• Mol file: 918514-78-0.mol

Synonyms:133839;2-(trifluoroMethyl)-1H-pyrrolo[2,3;2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine

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

Chemical Property:

• PSA: 28.68000
• Density: 1.447±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 2.58170

Purity/Quality:

97% ^*data from raw suppliers

2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 6 articles about 2-(trifluoromethyl)-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: 64.0%

7-Azaindole (271-63-6) + Langlois reagent (2926-29-6) → 2-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine (918514-78-0)

Guidance literature:

With tert.-butylhydroperoxide; In acetonitrile; at 140 ℃; for 18h;

DOI:10.1039/c9ra07785e

Reference yield: 63.0%

7-Azaindole (271-63-6) + 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate (1961266-44-3) → 3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine (892414-47-0) + 2-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine (918514-78-0)

Guidance literature:

With [(Tp)Ni^IV(CF₃)₃]; In dimethyl sulfoxide; at 25 ℃; for 24h; Overall yield = 70 percent; Overall yield = 79 percentSpectr.; Inert atmosphere; Sealed tube; Glovebox;

DOI:10.1021/jacs.9b06383

Reference yield: 57.0%

N-methoxy-N-methyltrifluoroacetamide (104863-67-4) + tert-butyl (3-methylpyridin-2-yl)carbamate (138343-75-6) → 2-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine (918514-78-0)

Guidance literature:

tert-butyl (3-methylpyridin-2-yl)carbamate; With n-butyllithium; In tetrahydrofuran; cyclohexane; at -4 - 0 ℃; for 1.75h; Inert atmosphere;

N-methoxy-N-methyltrifluoroacetamide; In tetrahydrofuran; cyclohexane; at 2 - 20 ℃; Inert atmosphere;

upstream raw materials:

N-methoxy-N-methyltrifluoroacetamide

tert-butyl (3-methylpyridin-2-yl)carbamate

7-Azaindole

2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate

Downstream raw materials:

N-(1-oxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide trifluoroacetate

N-(1-oxidotetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide formate

N-(tetrahydro-2H-thiopyran-4-yl)-4-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]benzenesulfonamide

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

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