2-amino-4-{2,4-dichloro-6-[2-(3,3-difluoroazetidin-1-yl)-ethoxy]-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester

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Chemical Name:2-amino-4-{2,4-dichloro-6-[2-(3,3-difluoroazetidin-1-yl)-ethoxy]-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester
CAS No.:1303416-52-5
Molecular Formula:C₂₂H₂₅Cl₂F₂N₅O₃
Molecular Weight:516.375
Hs Code.:

Synonyms:2-amino-4-{2,4-dichloro-6-[2-(3,3-difluoroazetidin-1-yl)-ethoxy]-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester

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Chemical Property of 2-amino-4-{2,4-dichloro-6-[2-(3,3-difluoroazetidin-1-yl)-ethoxy]-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester

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Technology Process of 2-amino-4-{2,4-dichloro-6-[2-(3,3-difluoroazetidin-1-yl)-ethoxy]-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester

There total 12 articles about 2-amino-4-{2,4-dichloro-6-[2-(3,3-difluoroazetidin-1-yl)-ethoxy]-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester 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: 53.0%

: 288315-03-7
3,3-difluoroazetidine hydrochloride

: 1303416-50-3
2-amino-4-[2,4-dichloro-6-(2-chloroethoxy)-phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester

: 1303416-52-5
2-amino-4-{2,4-dichloro-6-[2-(3,3-difluoroazetidin-1-yl)-ethoxy]-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester

Guidance literature:: With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 120 ℃; for 0.5h; Microwave irradiation;
DOI:10.1021/jm200128m

Reference yield:

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

: 1303416-52-5
2-amino-4-{2,4-dichloro-6-[2-(3,3-difluoroazetidin-1-yl)-ethoxy]-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 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; water / 0.67 h / 120 °C / Inert atmosphere; Microwave irradiation

5.1: caesium carbonate / dimethyl sulfoxide / 2 h / 70 °C

6.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 0.5 h / 120 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; boron tribromide; sodium carbonate; potassium carbonate; caesium carbonate; triethylamine; potassium iodide; CyJohnPhos; In 1,4-dioxane; dichloromethane; water; 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

: 1303416-52-5
2-amino-4-{2,4-dichloro-6-[2-(3,3-difluoroazetidin-1-yl)-ethoxy]-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 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; water / 0.67 h / 120 °C / Inert atmosphere; Microwave irradiation

4.1: caesium carbonate / dimethyl sulfoxide / 2 h / 70 °C

5.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 0.5 h / 120 °C / Microwave irradiation

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