2-(4-(4-(6-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-3-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Base Information

Chemical Name:2-(4-(4-(6-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-3-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid
CAS No.:1477523-85-5
Molecular Formula:C₂₆H₂₈N₄O₃S
Molecular Weight:476.599
Hs Code.:

Synonyms:2-(4-(4-(6-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-3-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

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Chemical Property of 2-(4-(4-(6-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-3-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

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Technology Process of 2-(4-(4-(6-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-3-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

There total 8 articles about 2-(4-(4-(6-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-3-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid 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:

: 64-17-5
ethanol

: 98069-56-8
cyclobutanecarboxylic acid hydrazide

: 1477524-19-8
methyl 2-(4-(4-(6-aminopyridin-3-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

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

: 1477523-85-5
2-(4-(4-(6-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-3-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Guidance literature:: methyl 2-(4-(4-(6-aminopyridin-3-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate; 1,1'-Thiocarbonyldi-2(1H)-pyridone; In dichloromethane; at 20 ℃; for 1h;

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

ethanol; Further stages;

Reference yield:

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

: 1477523-85-5
2-(4-(4-(6-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-3-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 7 steps

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

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

3.1: sodium hydride / methanol / 0.5 h / 20 °C

3.2: 20 °C

4.1: sodium hydride / 1,4-dioxane / 0.67 h / 20 - 100 °C / Cooling with ice

5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C / Inert atmosphere

6.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / water; 1,2-dimethoxyethane; ethanol / 80 °C / Heating

7.1: dichloromethane / 1 h / 20 °C

7.2: 1 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetone; toluene; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination / 5.1: |Suzuki Coupling;

Reference yield:

: 1477524-06-3
4-(4-bromophenyl)-4-(hydroxymethyl)cyclohexan-1-one

: 1477523-85-5
2-(4-(4-(6-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-3-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / methanol / 0.5 h / 20 °C

1.2: 20 °C

2.1: sodium hydride / 1,4-dioxane / 0.67 h / 20 - 100 °C / Cooling with ice

3.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C / Inert atmosphere

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / water; 1,2-dimethoxyethane; ethanol / 80 °C / Heating

5.1: dichloromethane / 1 h / 20 °C

5.2: 1 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydride; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination / 3.1: |Suzuki Coupling;