N-(2-methyl-5-1,3-thiazol-2-yl-phenyl)-4-(pyridin-2-ylmethoxy)benzamide

Base Information

Chemical Name:N-(2-methyl-5-1,3-thiazol-2-yl-phenyl)-4-(pyridin-2-ylmethoxy)benzamide
CAS No.:1126365-56-7
Molecular Formula:C₂₃H₁₉N₃O₂S
Molecular Weight:401.489
Hs Code.:

Synonyms:N-(2-methyl-5-1,3-thiazol-2-yl-phenyl)-4-(pyridin-2-ylmethoxy)benzamide

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Chemical Property of N-(2-methyl-5-1,3-thiazol-2-yl-phenyl)-4-(pyridin-2-ylmethoxy)benzamide

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Technology Process of N-(2-methyl-5-1,3-thiazol-2-yl-phenyl)-4-(pyridin-2-ylmethoxy)benzamide

There total 6 articles about N-(2-methyl-5-1,3-thiazol-2-yl-phenyl)-4-(pyridin-2-ylmethoxy)benzamide 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:

: 3034-53-5,215777-74-5
2-bromo-1,3-thiazole

: 1126369-28-5
(4-methyl-3-(4-(pyridin-2-ylmethoxy)benzamido)phenyl)boronic acid

: 1126365-56-7
N-(2-methyl-5-1,3-thiazol-2-yl-phenyl)-4-(pyridin-2-ylmethoxy)benzamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; at 150 ℃; for 0.666667h; Inert atmosphere; Microwave irradiation;
DOI:10.1016/j.bmcl.2012.04.104

Reference yield:

: 55401-97-3
2-(Bromomethyl)pyridine

: 1126365-56-7
N-(2-methyl-5-1,3-thiazol-2-yl-phenyl)-4-(pyridin-2-ylmethoxy)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / water; acetonitrile

2: sodium hydroxide / ethanol / 20 °C / Reflux

3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 65 h / 20 - 50 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / 1,4-dioxane; water / 0.67 h / 150 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; acetonitrile; 3: Suzuki coupling / 4: Suzuki coupling;
DOI:10.1016/j.bmcl.2012.04.104

Reference yield:

: 22237-12-3
4-methyl-3-amino-phenyl boronic acid

: 1126365-56-7
N-(2-methyl-5-1,3-thiazol-2-yl-phenyl)-4-(pyridin-2-ylmethoxy)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 65 h / 20 - 50 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / 1,4-dioxane; water / 0.67 h / 150 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide; 1: Suzuki coupling / 2: Suzuki coupling;
DOI:10.1016/j.bmcl.2012.04.104