6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-yl trifluoromethanesulfonate

Base Information

Chemical Name:6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-yl trifluoromethanesulfonate
CAS No.:727993-69-3
Molecular Formula:C₁₇H₁₇F₃N₂O₄S
Molecular Weight:402.394
Hs Code.:

Synonyms:6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-yl trifluoromethanesulfonate

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Chemical Property of 6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-yl trifluoromethanesulfonate

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Technology Process of 6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-yl trifluoromethanesulfonate

There total 7 articles about 6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-yl trifluoromethanesulfonate 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: 84.0%

: 727993-68-2
6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-one

: 358-23-6
trifluoromethylsulfonic anhydride

: 727993-69-3
6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-yl trifluoromethanesulfonate

Guidance literature:: With pyridine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1021/jm800744m

Reference yield: 80.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 727993-69-3
6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-yl trifluoromethanesulfonate

Guidance literature:: 6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-one methanesulfonate; With sodium hydrogencarbonate; In dichloromethane; water;

trifluoromethylsulfonic anhydride; With pyridine; In dichloromethane; at -15 - 5 ℃; for 1.33333h;

Reference yield:

: 102-50-1
2-methyl-4-methoxyaniline

: 727993-69-3
6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-yl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: dipotassium hydrogenphosphate / dichloromethane / 1 h / 20 °C

2: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

3: trichlorophosphate / 1,2-dichloro-ethane / 8 h / 60 °C

4: potassium tert-butylate / 2-methyltetrahydrofuran / 9 h / Inert atmosphere; Reflux

5: pyridine / dichloromethane / 1 h / -78 °C

With pyridine; dipotassium hydrogenphosphate; potassium tert-butylate; sodium hydride; trichlorophosphate; In 2-methyltetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/op100147h