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

Base Information

Chemical Name:2-(4-(4-(5-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid
CAS No.:1477523-83-3
Molecular Formula:C₂₆H₂₈N₄O₃S
Molecular Weight:476.599
Hs Code.:

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

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

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

There total 8 articles about 2-(4-(4-(5-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-2-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:

: 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

: 141-78-6
ethyl acetate

: 1477523-83-3
2-(4-(4-(5-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

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 2h;

ethyl acetate; Further stages;

Reference yield:

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

: 1477523-83-3
2-(4-(4-(5-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-2-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: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane / 0.83 h / 120 °C / Microwave irradiation

7.1: dichloromethane / 0.5 h / 20 °C

7.2: 2 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 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; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination / 5.1: |Suzuki Coupling;

Reference yield:

: 1477524-05-2
(8-(4-bromophenyl)-1,4-dioxaspiro[4.5]decan-8-yl)methanol

: 1477523-83-3
2-(4-(4-(5-((5-cyclobutyl-1,3,4-thiadiazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 6 steps

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

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

2.2: 20 °C

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

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

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

6.1: dichloromethane / 0.5 h / 20 °C

6.2: 2 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; In 1,4-dioxane; methanol; dichloromethane; water; acetone; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination / 4.1: |Suzuki Coupling;