[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)pyrimidin-2-yl]amine

Base Information

• Chemical Name: [3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)pyrimidin-2-yl]amine
• CAS No.: 1083182-46-0
• Molecular Formula: C₂₉H₃₅N₅O₃
• Molecular Weight: 501.629
• Mol file: 1083182-46-0.mol

Synonyms:[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)pyrimidin-2-yl]amine

Chemical Property of [3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)pyrimidin-2-yl]amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)pyrimidin-2-yl]amine

There total 9 articles about [3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)pyrimidin-2-yl]amine 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: 78.0%

homoalylic alcohol (627-27-0) + [3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-fluoropyridin-4-yl)pyrimidin-2-yl]amine (1083182-44-8) → [3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)pyrimidin-2-yl]amine (1083182-46-0)

Guidance literature:

homoalylic alcohol; With sodium hydride; In tetrahydrofuran;

[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-fluoropyridin-4-yl)pyrimidin-2-yl]amine; In tetrahydrofuran; at 0 ℃; for 1.5h; Heating / reflux;

Reference yield:

[2-(2-chloroethoxy)-5-nitrophenyl]methanol (937273-30-8) → [3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)pyrimidin-2-yl]amine (1083182-46-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide / 12 h / 20 °C

2.1: N,N-dimethyl acetamide / 20 h / 90 °C

3.1: tin(II) chloride dihdyrate / methanol; dichloromethane / 0 - 20 °C

4.1: hydrogenchloride; water / butan-1-ol / 12 h / 80 - 100 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C

5.2: 12 h / 70 °C

With hydrogenchloride; tin(II) chloride dihdyrate; water; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; mineral oil; butan-1-ol;

DOI:10.1021/jm201454n

Reference yield:

2-fluoropyridin-4-ylboronic acid (401815-98-3) → [3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)pyrimidin-2-yl]amine (1083182-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane / 4 h / 80 °C

2.1: hydrogenchloride; water / butan-1-ol / 12 h / 80 - 100 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C

3.2: 12 h / 70 °C

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; sodium hydride; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; mineral oil; butan-1-ol; 1.1: Suzuki coupling;

DOI:10.1021/jm201454n

upstream raw materials:

homoalylic alcohol

[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-fluoropyridin-4-yl)pyrimidin-2-yl]amine

[2-(2-chloroethoxy)-5-nitrophenyl]methanol

1-(2-chloroethoxy)-2-((allyloxy)methyl)-4-nitrobenzene