4-iodo-6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine

Base Information

Chemical Name:4-iodo-6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine
CAS No.:727993-70-6
Molecular Formula:C₁₆H₁₇IN₂O
Molecular Weight:380.228
Hs Code.:

Synonyms:4-iodo-6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine

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Chemical Property of 4-iodo-6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine

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Technology Process of 4-iodo-6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine

There total 6 articles about 4-iodo-6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-2,3-dihydro-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: 85.0%

: 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

: 727993-70-6
4-iodo-6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: 6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-yl trifluoromethanesulfonate; With methanesulfonic acid; potassium iodide; In 1-methyl-pyrrolidin-2-one; at 85 ℃; for 7h;

With sodium hydroxide; In 1-methyl-pyrrolidin-2-one; water; ethyl acetate;

Reference yield: 77.0%

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

: 727993-70-6
4-iodo-6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: 6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-b]pyridin-4-one; With triphenyl phosphite; N-iodo-succinimide; In acetonitrile; at 5 - 80 ℃; for 8h;

With sodium hydroxide; In water; acetonitrile; at 60 ℃; for 2h;
DOI:10.1021/op100147h

Reference yield:

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

: 727993-70-6
4-iodo-6-methyl-1-[2-methyl-4-(methyloxy)phenyl]-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 6 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

6: dimethylsulfone; potassium iodide / N,N-dimethyl-formamide / 1.5 h / 85 °C

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