[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)-5-methylpyrimidin-2-yl]amine

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Chemical Name:[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)-5-methylpyrimidin-2-yl]amine
CAS No.:1083182-47-1
Molecular Formula:C₃₀H₃₇N₅O₃
Molecular Weight:515.655
Hs Code.:

Synonyms:[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)-5-methylpyrimidin-2-yl]amine

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Chemical Property of [3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)-5-methylpyrimidin-2-yl]amine

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Technology Process of [3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)-5-methylpyrimidin-2-yl]amine

There total 10 articles about [3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)-5-methylpyrimidin-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: 60.0%

: 627-27-0
homoalylic alcohol

: 1083182-45-9
[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-fluoropyridin-4-yl)-5-methylpyrimidin-2-yl]amine

: 1083182-47-1
[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)-5-methylpyrimidin-2-yl]amine

Guidance literature:: homoalylic alcohol; With sodium hydride; In tetrahydrofuran; at 0 - 50 ℃; for 1h;

[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-fluoropyridin-4-yl)-5-methylpyrimidin-2-yl]amine; In tetrahydrofuran; Heating / reflux;

Reference yield:

: 1780-31-0
2,6-dichloro-5-methylpyrimidine

: 1083182-47-1
[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)-5-methylpyrimidin-2-yl]amine

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

Reference yield:

: 937273-30-8
[2-(2-chloroethoxy)-5-nitrophenyl]methanol

: 1083182-47-1
[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]-[4-(2-but-3-enyloxypyridin-4-yl)-5-methylpyrimidin-2-yl]amine

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