2-((1S,3R)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione

Base Information

Chemical Name:2-((1S,3R)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione
CAS No.:1405127-95-8
Molecular Formula:C₁₉H₁₉N₃O₂
Molecular Weight:321.379
Hs Code.:

Synonyms:2-((1S,3R)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione

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Chemical Property of 2-((1S,3R)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione

Chemical Property:

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Technology Process of 2-((1S,3R)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione

There total 8 articles about 2-((1S,3R)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione 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:

: 504-02-9
1,3-cylohexanedione

: 1405127-95-8
2-((1S,3R)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione

: 2-((1R,3S)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione

Guidance literature:: Multi-step reaction with 7 steps

1: sodium carbonate / dichloromethane / 3 h / 0 - 2 °C / Inert atmosphere

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 2 h / 80 °C / Sealed tube

3: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 2 h / 110 °C

4: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 2 h / 0 °C

5: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 2 h / 0 °C

6: palladium 10% on activated carbon; hydrogen / methanol / 48 h / 50 °C / 20686.5 Torr / Inert atmosphere; Sealed tube

7: Chiralpak OJ / methanol; hexane / Resolution of racemate

With sodium tetrahydroborate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; cerium(III) chloride heptahydrate; di-tert-butyl-diazodicarboxylate; palladium 10% on activated carbon; hydrogen; potassium acetate; sodium carbonate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; 5: |Mitsunobu Displacement;
DOI:10.1021/acs.jmedchem.5b01275

Reference yield:

: 109459-28-1
3-(trifluoromethanesulfonyloxy)-2-cyclohexen-1-one

: 1405127-95-8
2-((1S,3R)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione

: 2-((1R,3S)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione

Guidance literature:: Multi-step reaction with 6 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 2 h / 80 °C / Sealed tube

2: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 2 h / 110 °C

3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 2 h / 0 °C

4: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 2 h / 0 °C

5: palladium 10% on activated carbon; hydrogen / methanol / 48 h / 50 °C / 20686.5 Torr / Inert atmosphere; Sealed tube

6: Chiralpak OJ / methanol; hexane / Resolution of racemate

With sodium tetrahydroborate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; cerium(III) chloride heptahydrate; di-tert-butyl-diazodicarboxylate; palladium 10% on activated carbon; hydrogen; potassium acetate; sodium carbonate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; 4: |Mitsunobu Displacement;
DOI:10.1021/acs.jmedchem.5b01275

Reference yield:

: 1187055-81-7
3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one

: 1405127-95-8
2-((1S,3R)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione

: 2-((1R,3S)-3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione

Guidance literature:: Multi-step reaction with 5 steps

1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 2 h / 110 °C

2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 2 h / 0 °C

3: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 2 h / 0 °C

4: palladium 10% on activated carbon; hydrogen / methanol / 48 h / 50 °C / 20686.5 Torr / Inert atmosphere; Sealed tube

5: Chiralpak OJ / methanol; hexane / Resolution of racemate

With sodium tetrahydroborate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; cerium(III) chloride heptahydrate; di-tert-butyl-diazodicarboxylate; palladium 10% on activated carbon; hydrogen; sodium carbonate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; 3: |Mitsunobu Displacement;
DOI:10.1021/acs.jmedchem.5b01275