(E)-3-(4-((5,7-dimethyl-2-propyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)prop-2-en-1-ol

Base Information

Chemical Name:(E)-3-(4-((5,7-dimethyl-2-propyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)prop-2-en-1-ol
CAS No.:1197880-15-1
Molecular Formula:C₂₁H₂₅N₃O
Molecular Weight:335.449
Hs Code.:

Synonyms:(E)-3-(4-((5,7-dimethyl-2-propyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)prop-2-en-1-ol

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Chemical Property of (E)-3-(4-((5,7-dimethyl-2-propyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)prop-2-en-1-ol

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Technology Process of (E)-3-(4-((5,7-dimethyl-2-propyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)prop-2-en-1-ol

There total 4 articles about (E)-3-(4-((5,7-dimethyl-2-propyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)prop-2-en-1-ol 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: 81.0%

: 1197880-18-4
(E)-methyl 3-(4-((5,7-dimethyl-2-propyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)acrylate

: 1197880-15-1
(E)-3-(4-((5,7-dimethyl-2-propyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)prop-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.bmc.2017.06.050

Reference yield:

: 22934-23-2
2-amino-4,6-dimethyl-3-nitropyridine

: 1197880-15-1
(E)-3-(4-((5,7-dimethyl-2-propyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen; palladium 10% on activated carbon / ethanol / 4 h / 20 °C / 760.05 Torr

2.1: polyphosphoric acid / 2 h / 190 °C / Inert atmosphere

3.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

4.1: dicyclohexylmethylamine; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 0.08 h / 130 °C / Inert atmosphere; Microwave irradiation

5.1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 °C / Inert atmosphere

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; palladium 10% on activated carbon; dicyclohexylmethylamine; hydrogen; sodium hydride; diisobutylaluminium hydride; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil; 4.1: |Heck Reaction;
DOI:10.1016/j.bmc.2017.06.050

Reference yield:

: 135070-89-2
5,7-dimethyl-2-propylimidazo<4,5-b>pyridine

: 1197880-15-1
(E)-3-(4-((5,7-dimethyl-2-propyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: dicyclohexylmethylamine; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 0.08 h / 130 °C / Inert atmosphere; Microwave irradiation

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 °C / Inert atmosphere

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; dicyclohexylmethylamine; sodium hydride; diisobutylaluminium hydride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil; 2.1: |Heck Reaction;
DOI:10.1016/j.bmc.2017.06.050