2-amino-4-{2,4-dichloro-6-[2-(4-methylpyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

Base Information

Chemical Name:2-amino-4-{2,4-dichloro-6-[2-(4-methylpyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide
CAS No.:1046859-38-4
Molecular Formula:C₂₄H₂₅Cl₂N₇O₂
Molecular Weight:514.414
Hs Code.:

2-amino-4-{2,4-dichloro-6-[2-(4-methylpyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

Synonyms:2-amino-4-{2,4-dichloro-6-[2-(4-methylpyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

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Chemical Property of 2-amino-4-{2,4-dichloro-6-[2-(4-methylpyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

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Technology Process of 2-amino-4-{2,4-dichloro-6-[2-(4-methylpyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

There total 12 articles about 2-amino-4-{2,4-dichloro-6-[2-(4-methylpyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide 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: 35.0%

: 1046861-53-3
1-(2-chloroethyl)-4-methyl-1H-pyrazole

: 1046861-51-1
2-amino-4-(2,4-dichloro-6-hydroxyphenyl)-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

: 1046859-38-4
2-amino-4-{2,4-dichloro-6-[2-(4-methylpyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

Guidance literature:: With caesium carbonate; potassium iodide; In dimethyl sulfoxide; at 100 ℃; for 6h;

Reference yield:

: 1046861-46-4
Imidazole-1-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

: 1046859-38-4
2-amino-4-{2,4-dichloro-6-[2-(4-methylpyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

Guidance literature:: Multi-step reaction with 3 steps

1: caesium carbonate / dimethyl sulfoxide / 1 h / 50 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane / 24 h / 85 °C / Inert atmosphere

3: caesium carbonate; potassium iodide / dimethyl sulfoxide / 6 h / 100 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; caesium carbonate; potassium iodide; In 1,4-dioxane; dimethyl sulfoxide; 2: Suzuki coupling;
DOI:10.1021/jm200128m

Reference yield:

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

: 1046859-38-4
2-amino-4-{2,4-dichloro-6-[2-(4-methylpyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

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 / 24 h / 85 °C / Inert atmosphere

5.1: caesium carbonate; potassium iodide / dimethyl sulfoxide / 6 h / 100 °C

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