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

Base Information

• Chemical Name: 4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine hydrogen iodide salt
• CAS No.: 1046861-69-1
• Molecular Formula: C₁₇H₁₆Cl₂N₆O*HI
• Molecular Weight: 519.172

Synonyms:4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine hydrogen iodide salt

Chemical Property of 4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine hydrogen iodide salt

Chemical Property:

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Technology Process of 4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine hydrogen iodide salt

There total 10 articles about 4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine hydrogen iodide salt 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%

2-amino-4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid ethyl ester (1046859-32-8) → 4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine hydrogen iodide salt (1046861-69-1)

Guidance literature:

With trimethylsilyl iodide; In chloroform; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/jm200128m

Reference yield:

3,5-dichloro-2-iodophenol (1028332-19-5) → 4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine hydrogen iodide salt (1046861-69-1)

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 / 4.5 h / 85 °C / Inert atmosphere

5.1: potassium carbonate / dimethyl sulfoxide / 4 h / 55 °C / Inert atmosphere

6.1: trimethylsilyl iodide / chloroform / 24 h / Inert atmosphere; Reflux

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

DOI:10.1021/jm200128m

Reference yield:

1,5-dichloro-3-(ethoxymethoxy)-2-iodobenzene (1028332-20-8) → 4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine hydrogen iodide salt (1046861-69-1)

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 / 4.5 h / 85 °C / Inert atmosphere

4.1: potassium carbonate / dimethyl sulfoxide / 4 h / 55 °C / Inert atmosphere

5.1: trimethylsilyl iodide / chloroform / 24 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl iodide; palladium diacetate; boron tribromide; sodium carbonate; potassium carbonate; triethylamine; CyJohnPhos; In 1,4-dioxane; dichloromethane; chloroform; water; dimethyl sulfoxide; 3.1: Suzuki coupling;

DOI:10.1021/jm200128m

upstream raw materials:

3,5-dichloro-2-iodophenol

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

2-(2,4-dichloro-6-(ethoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-amino-4-hydroxy-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid ethyl ester

Downstream raw materials:

2-amino-4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2-difluoropropyl)amide

2-amino-4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2,2-trifluoroethyl)amide

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