PF-4942847

Base Information

• Chemical Name: PF-4942847
• CAS No.: 1207961-29-2
• Molecular Formula: C20H17Cl2F4N7O2
• Molecular Weight: 534.3
• Mol file: 1207961-29-2.mol

Synonyms:2-amino-4-[2,4-dichloro-6-[2-(4-fluoropyrazol-1-yl)ethoxy]phenyl]-N-(2,2,2-trifluoroethyl)-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxamide

Chemical Property of PF-4942847

Chemical Property:

• PSA: 111.19000
• LogP: 4.94470

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of PF-4942847

There total 15 articles about PF-4942847 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: 75.5%

N-(2,2,2-trifluoroethyl)-1H-imidazole-1-carboxamide (1046861-47-5) + 4-{2,4-dichloro-6-[2-(4-fluoro-pyrazol-1-yl)-ethoxy]-phenyl}-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine (1207961-51-0) → 2-amino-4-{2,4-dichloro-6-[2-(4-fluoropyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2,2-trifluoroethyl)amide (1207961-29-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 70 ℃; for 3h;

Reference yield:

3,5-dichloro-2-iodophenol (1028332-19-5) → 2-amino-4-{2,4-dichloro-6-[2-(4-fluoropyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2,2-trifluoroethyl)amide (1207961-29-2)

Guidance literature:

Multi-step reaction with 7 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 / N,N-dimethyl-formamide / Heating

6.1: hydrogenchloride / 1,4-dioxane / 23 °C

7.1: triethylamine / tetrahydrofuran / 2 h / 60 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; boron tribromide; sodium carbonate; potassium carbonate; caesium carbonate; triethylamine; CyJohnPhos; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 4.1: Suzuki coupling;

DOI:10.1021/jm200128m

Reference yield:

1,5-dichloro-3-(ethoxymethoxy)-2-iodobenzene (1028332-20-8) → 2-amino-4-{2,4-dichloro-6-[2-(4-fluoropyrazol-1-yl)ethoxy]phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2,2-trifluoroethyl)amide (1207961-29-2)

Guidance literature:

Multi-step reaction with 6 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 / N,N-dimethyl-formamide / Heating

5.1: hydrogenchloride / 1,4-dioxane / 23 °C

6.1: triethylamine / tetrahydrofuran / 2 h / 60 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; boron tribromide; sodium carbonate; caesium carbonate; triethylamine; CyJohnPhos; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 3.1: Suzuki coupling;

DOI:10.1021/jm200128m

upstream raw materials:

N-(2,2,2-trifluoroethyl)-1H-imidazole-1-carboxamide

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

3,5-dichloro-2-iodophenol

1,5-dichloro-3-(ethoxymethoxy)-2-iodobenzene