2-AMino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-Methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyriMidine-6-carboxylic acid (2,2-difluoropropyl)aMide

Base Information

• Chemical Name: 2-AMino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-Methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyriMidine-6-carboxylic acid (2,2-difluoropropyl)aMide
• CAS No.: 1207961-33-8
• Molecular Formula: C22H23ClF3N7O2
• Molecular Weight: 509.919
• Mol file: 1207961-33-8.mol

Synonyms:2-amino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2-difluoropropyl)amide;2-Amino-4-[4-chloro-2-[2-(4-fluoro-1H-pyrazol-1-yl)ethoxy]-6-methylphenyl]-N-(2,2-difluoropropyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxamide;2-Amino-4-(4-chloro-2-(2-(4-fluoro-1H-pyrazol-1-yl)ethoxy)-6-methylphenyl)-N-(2,2-difluoropropyl)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxamide;

Chemical Property of 2-AMino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-Methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyriMidine-6-carboxylic acid (2,2-difluoropropyl)aMide

Chemical Property:

• PSA: 111.19000
• LogP: 4.69260

Purity/Quality:

PF-4942847 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-AMino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-Methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyriMidine-6-carboxylic acid (2,2-difluoropropyl)aMide

There total 18 articles about 2-AMino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-Methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyriMidine-6-carboxylic acid (2,2-difluoropropyl)aMide 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: 96.0%

imidazole-1-carboxylic acid (2,2-difluoro-propyl)-amide (1207961-62-3) + 4-{4-chloro-2-[2-(4-fluoro-pyrazol-1-yl)-ethoxy]-6-methyl-phenyl}-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine (1207961-60-1) → 2-amino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2-difluoropropyl)amide (1207961-33-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 75 ℃; for 2h;

Reference yield:

5-chloro-2-iodo-1-methyl-3-nitrobenzene (1150617-61-0) → 2-amino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2-difluoropropyl)amide (1207961-33-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: iron; ammonium chloride / ethanol; water / 0.5 h / Reflux

2.1: sulfuric acid; acetic acid; sodium nitrite / 0.5 h / 23 °C

2.2: Reflux

3.1: potassium carbonate / acetonitrile / 12 h / 23 °C

4.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine / acetonitrile / 3 h / Reflux

5.1: boron tribromide / dichloromethane / 0.17 h / 0 °C

5.2: Cooling

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.67 h / 120 °C / Inert atmosphere; Microwave irradiation

7.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere

8.1: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 23 °C

9.1: triethylamine; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 75 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; sulfuric acid; boron tribromide; iron; sodium carbonate; potassium carbonate; ammonium chloride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium nitrite; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 6.1: Suzuki coupling;

DOI:10.1021/jm200128m

Reference yield:

5-chloro-2-iodo-3-methylphenylamine (1150617-63-2) → 2-amino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2-difluoropropyl)amide (1207961-33-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sulfuric acid; acetic acid; sodium nitrite / 0.5 h / 23 °C

1.2: Reflux

2.1: potassium carbonate / acetonitrile / 12 h / 23 °C

3.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine / acetonitrile / 3 h / Reflux

4.1: boron tribromide / dichloromethane / 0.17 h / 0 °C

4.2: Cooling

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.67 h / 120 °C / Inert atmosphere; Microwave irradiation

6.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere

7.1: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 23 °C

8.1: triethylamine; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 75 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; sulfuric acid; boron tribromide; sodium carbonate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium nitrite; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 5.1: Suzuki coupling;

DOI:10.1021/jm200128m

upstream raw materials:

imidazole-1-carboxylic acid (2,2-difluoro-propyl)-amide

4-{4-chloro-2-[2-(4-fluoro-pyrazol-1-yl)-ethoxy]-6-methyl-phenyl}-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine

5-chloro-2-iodo-1-methyl-3-nitrobenzene

5-chloro-2-iodo-3-methylphenylamine