methyl 2-(4-(4-(5-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

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Chemical Name:methyl 2-(4-(4-(5-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate
CAS No.:1477524-12-1
Molecular Formula:C₂₇H₃₀N₄O₄
Molecular Weight:474.56
Hs Code.:

Synonyms:methyl 2-(4-(4-(5-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

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Chemical Property of methyl 2-(4-(4-(5-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

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Technology Process of methyl 2-(4-(4-(5-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

There total 8 articles about methyl 2-(4-(4-(5-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate 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%

: 98069-56-8
cyclobutanecarboxylic acid hydrazide

: 1477524-10-9
methyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

: 102368-13-8
1,1'-Thiocarbonyldi-2(1H)-pyridone

: 1477524-12-1
methyl 2-(4-(4-(5-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

Guidance literature:: methyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate; 1,1'-Thiocarbonyldi-2(1H)-pyridone; In dichloromethane; at 20 ℃; for 0.5h;

cyclobutanecarboxylic acid hydrazide; In dichloromethane; at 20 ℃; for 1h;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/acsmedchemlett.9b00117

Reference yield: 81.0%

: 1477524-12-1
methyl 2-(4-(4-(5-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

Guidance literature:: In dichloromethane; at 20 ℃; for 1h;

In dichloromethane; at 20 ℃; for 1h;

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃;

Reference yield:

: 1477524-04-1
methyl 8-(4-bromophenyl)-1,4-dioxaspiro[4.5]decane-8-carboxylate

: 1477524-12-1
methyl 2-(4-(4-(5-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 °C

2.1: toluene-4-sulfonic acid / water; acetone / 1 h / 75 °C

3.1: sodium hydride / mineral oil; methanol / 0.5 h / 20 °C

3.2: 18 h / 20 °C

4.1: sodium hydride / 1,4-dioxane; mineral oil / 0.5 h / 20 - 100 °C / Cooling with ice

5.1: potassium acetate / 1,4-dioxane / 0.25 h / 20 °C / Inert atmosphere

5.2: 18 h / 80 °C / Inert atmosphere

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.83 h / 120 °C / Microwave irradiation

7.1: dichloromethane / 0.5 h / 20 °C

7.2: 1 h / 20 °C

7.3: 1 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium hydride; diisobutylaluminium hydride; sodium carbonate; toluene-4-sulfonic acid; In 1,4-dioxane; methanol; dichloromethane; water; acetone; toluene; mineral oil; 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination / 4.1: |Michael Addition;
DOI:10.1021/acsmedchemlett.9b00117