7-chloro-2-methyl-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

Base Information

• Chemical Name: 7-chloro-2-methyl-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
• CAS No.: 1268521-89-6
• Molecular Formula: C10H5ClF3N3
• Molecular Weight: 259.61
• Mol file: 1268521-89-6.mol

Synonyms:7-chloro-2-Methyl-5-(trifluoroMethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile;1H-Pyrrolo[3,2-b]pyridine-6-carbonitrile, 7-chloro-2-methyl-5-(trifluoromethyl)-

Chemical Property of 7-chloro-2-methyl-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-chloro-2-methyl-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

There total 4 articles about 7-chloro-2-methyl-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile 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: 90.0%

7-hydroxy-2-methyl-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile (1375065-56-7) → 7-chloro-2-methyl-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile (1268521-89-6)

Guidance literature:

With trichlorophosphate; In acetonitrile; at 0 - 60 ℃; for 16h;

DOI:10.1021/acsmedchemlett.8b00013

Reference yield:

diethyl (E)-2-((1-cyanoprop-1-en-2-yl)amino)malonate → 7-chloro-2-methyl-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile (1268521-89-6)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium ethanolate / ethanol / 16 h / 37 - 80 °C / Large scale

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 1.5 h / -10 - -5 °C / Large scale

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 h / 90 °C / Large scale

4: trichlorophosphate / acetonitrile / 16 h / 0 - 60 °C

With sodium ethanolate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In ethanol; acetonitrile;

DOI:10.1021/acsmedchemlett.8b00013

Reference yield:

ethyl 3-amino-5-methyl-1H-pyrrole-2-carboxylate (1005326-26-0) → 7-chloro-2-methyl-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile (1268521-89-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / acetonitrile / 1.5 h / -10 - -5 °C / Large scale

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 h / 90 °C / Large scale

3: trichlorophosphate / acetonitrile / 16 h / 0 - 60 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In acetonitrile;

DOI:10.1021/acsmedchemlett.8b00013

upstream raw materials:

ethyl 3-amino-5-methyl-1H-pyrrole-2-carboxylate

7-hydroxy-2-methyl-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile