2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide

Base Information

Chemical Name:2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide
CAS No.:1046858-46-1
Molecular Formula:C₂₁H₂₂Cl₂F₃N₅O₂
Molecular Weight:504.339
Hs Code.:

Synonyms:2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide

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Chemical Property of 2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide

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Technology Process of 2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide

There total 12 articles about 2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide 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: 37.0%

: 461-17-6
1,1,1-trifluoro-4-iodo-butane

: 1046861-27-1
2-amino-4-(2,4-dichloro-6-hydroxyphenyl)-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide

: 1046858-46-1
2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide

Guidance literature:: With caesium carbonate; In dimethyl sulfoxide; at 65 ℃; for 0.5h;

Reference yield:

: 1028332-19-5
3,5-dichloro-2-iodophenol

: 1046858-46-1
2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2.1: palladium diacetate; triethylamine; CyJohnPhos / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

3.1: boron tribromide / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

3.2: Cooling

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane / 8 h / 85 °C / Inert atmosphere

5.1: caesium carbonate / dimethyl sulfoxide / 0.5 h / 65 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; boron tribromide; sodium carbonate; potassium carbonate; caesium carbonate; triethylamine; CyJohnPhos; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 4.1: Suzuki coupling;
DOI:10.1021/jm200128m

Reference yield:

: 1028332-20-8
1,5-dichloro-3-(ethoxymethoxy)-2-iodobenzene

: 1046858-46-1
2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium diacetate; triethylamine; CyJohnPhos / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

2.1: boron tribromide / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

2.2: Cooling

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane / 8 h / 85 °C / Inert atmosphere

4.1: caesium carbonate / dimethyl sulfoxide / 0.5 h / 65 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; boron tribromide; sodium carbonate; caesium carbonate; triethylamine; CyJohnPhos; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide; 3.1: Suzuki coupling;
DOI:10.1021/jm200128m