N-{7-benzyl-4-methyl-5-[(2,3,4-trimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-2,2-dimethylpropanamide

Base Information

• Chemical Name: N-{7-benzyl-4-methyl-5-[(2,3,4-trimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-2,2-dimethylpropanamide
• CAS No.: 1321913-97-6
• Molecular Formula: C₃₀H₃₂N₄O₄
• Molecular Weight: 512.608
• Mol file: 1321913-97-6.mol

Synonyms:N-{7-benzyl-4-methyl-5-[(2,3,4-trimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-2,2-dimethylpropanamide

Chemical Property of N-{7-benzyl-4-methyl-5-[(2,3,4-trimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-2,2-dimethylpropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{7-benzyl-4-methyl-5-[(2,3,4-trimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-2,2-dimethylpropanamide

There total 3 articles about N-{7-benzyl-4-methyl-5-[(2,3,4-trimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-2,2-dimethylpropanamide 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: 97.0%

1-ethynyl-2,3,4-trimethoxybenzene (1140509-00-7) + C19H21IN4O (1321913-85-2) → N-{7-benzyl-4-methyl-5-[(2,3,4-trimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-2,2-dimethylpropanamide (1321913-97-6)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In 1,1-dichloroethane; at 20 ℃; for 24h; Inert atmosphere; Darkness;

DOI:10.1016/j.bmc.2011.05.030

Reference yield:

(2,3,4-trimethoxyphenylethynyl)trimethylsilane (1321914-18-4) → N-{7-benzyl-4-methyl-5-[(2,3,4-trimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-2,2-dimethylpropanamide (1321913-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 1,1-dichloroethane / 24 h / 20 °C / Inert atmosphere; Darkness

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; 1,1-dichloroethane; 2: Sonogashira coupling;

DOI:10.1016/j.bmc.2011.05.030

Reference yield:

2,3,4-trimethoxybromobenzene (10385-36-1) → N-{7-benzyl-4-methyl-5-[(2,3,4-trimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-2,2-dimethylpropanamide (1321913-97-6)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; diisopropylamine / 1,4-dioxane / 20 h / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 1,1-dichloroethane / 24 h / 20 °C / Inert atmosphere; Darkness

With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-tert-butyl phosphine; tetrabutyl ammonium fluoride; triethylamine; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; 1,1-dichloroethane; 1: Sonogashira coupling / 3: Sonogashira coupling;

DOI:10.1016/j.bmc.2011.05.030

upstream raw materials:

1-ethynyl-2,3,4-trimethoxybenzene

C₁₉H₂₁IN₄O

(2,3,4-trimethoxyphenylethynyl)trimethylsilane

2,3,4-trimethoxybromobenzene

Downstream raw materials:

N-{7-benzyl-4-methyl-5-[(2,3,4-trimethoxyphenyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-2,2-dimethylpropanamide

7-benzyl-4-methyl-5-[2-(2,3,4-trimethoxyphenyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-2-amine