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

Base Information

Chemical Name:(E)-methyl 3-(4-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)acrylate
CAS No.:1197880-09-3
Molecular Formula:C₂₁H₂₃N₃O₂
Molecular Weight:349.433
Hs Code.:

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

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Chemical Property of (E)-methyl 3-(4-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)acrylate

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Technology Process of (E)-methyl 3-(4-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)acrylate

There total 4 articles about (E)-methyl 3-(4-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)acrylate 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: 59.0%

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 154553-72-7
2-ethyl-5,7-dimethyl-3-(4-bromobenzyl)imidazo<4,5-b>pyridine

: 1197880-09-3
(E)-methyl 3-(4-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)acrylate

Guidance literature:: With bis(tri-t-butylphosphine)palladium⁽⁰⁾; dicyclohexylmethylamine; In 1,4-dioxane; at 130 ℃; for 0.0833333h; Inert atmosphere; Microwave irradiation;
DOI:10.1016/j.bmc.2017.06.050

Reference yield:

: 7144-20-9
2-Amino-4,6-dimethylnicotinamide

: 1197880-09-3
(E)-methyl 3-(4-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)acrylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hydroxide / methanol / 0.5 h / 20 °C / Inert atmosphere

1.2: 16 h / -5 - 20 °C / Inert atmosphere

2.1: propionic acid; magnesium chloride / 16 h / Inert atmosphere; Heating

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

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; dicyclohexylmethylamine; sodium hydride; propionic acid; potassium hydroxide; magnesium chloride; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; mineral oil; 4.1: |Heck Reaction;
DOI:10.1016/j.bmc.2017.06.050

Reference yield:

: 133240-06-9
5,7-dimethyl-2-ethyl-3H-imidazo[4,5-b]pyridine

: 1197880-09-3
(E)-methyl 3-(4-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)acrylate

Guidance literature:: Multi-step reaction with 2 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

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