[5-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-2,3-dihydro-indol-1-yl]-phenyl-acetonitrile

Base Information

Chemical Name:[5-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-2,3-dihydro-indol-1-yl]-phenyl-acetonitrile
CAS No.:145303-83-9
Molecular Formula:C₂₇H₂₇N₅
Molecular Weight:421.545
Hs Code.:

Synonyms:[5-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-2,3-dihydro-indol-1-yl]-phenyl-acetonitrile

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Chemical Property of [5-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-2,3-dihydro-indol-1-yl]-phenyl-acetonitrile

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Technology Process of [5-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-2,3-dihydro-indol-1-yl]-phenyl-acetonitrile

There total 6 articles about [5-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-2,3-dihydro-indol-1-yl]-phenyl-acetonitrile 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: 92.0%

: 151-50-8
potassium cyanide

: 100-52-7
benzaldehyde

: 145303-73-7
3-<(2,3-dihydroindol-5-yl)methyl>-5,7-dimethyl-2-ethyl-3H-imidazo<4,5-b>pyridine

: 145303-83-9
[5-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-2,3-dihydro-indol-1-yl]-phenyl-acetonitrile

Guidance literature:: With acetic acid; In methanol; for 72h;
DOI:10.1021/jm00078a013

Reference yield:

: 614-96-0
5-methyl-1H-indole

: 145303-83-9
[5-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-2,3-dihydro-indol-1-yl]-phenyl-acetonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

2: 80 percent / N-bromosuccinimide, azoisobutyronitrile / CCl₄ / 4 h / Heating

3: NaH / 1.) DMF, 5 min, 2.) DMF, 2.5 h

4: 100 percent / 2 N aq. NaOH / methanol / 18 h / 60 °C

5: 75 percent / NaCNBH₃, acetic acid / 0.75 h

6: 92 percent / acetic acid / methanol / 72 h

With dmap; sodium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydride; sodium cyanoborohydride; acetic acid; triethylamine; In methanol; tetrachloromethane; dichloromethane;
DOI:10.1021/jm00078a013

Reference yield:

: 145303-51-1
(5-methyl-1H-indol-1-yl)(phenyl)methanone

: 145303-83-9
[5-(2-Ethyl-5,7-dimethyl-imidazo[4,5-b]pyridin-3-ylmethyl)-2,3-dihydro-indol-1-yl]-phenyl-acetonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / N-bromosuccinimide, azoisobutyronitrile / CCl₄ / 4 h / Heating

2: NaH / 1.) DMF, 5 min, 2.) DMF, 2.5 h

3: 100 percent / 2 N aq. NaOH / methanol / 18 h / 60 °C

4: 75 percent / NaCNBH₃, acetic acid / 0.75 h

5: 92 percent / acetic acid / methanol / 72 h

With sodium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydride; sodium cyanoborohydride; acetic acid; In methanol; tetrachloromethane;
DOI:10.1021/jm00078a013