(S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one

Base Information

Chemical Name:(S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one
CAS No.:1453852-65-7
Molecular Formula:C₁₇H₁₄ClFN₄O₂S
Molecular Weight:392.841
Hs Code.:

Synonyms:(S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one

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Chemical Property of (S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one

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Technology Process of (S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one

There total 6 articles about (S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one 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: 79.0%

: 1453852-63-5
(S)-2-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-5-iodopyridazin-3(2H)-one

: 123061-49-4
2-(methylthio)-4-(tributylstannyl)pyrimidine

: 1453852-65-7
(S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 16h; Inert atmosphere;

Reference yield:

: 5527-95-7
4-chloro-3-fluorobenzaldehyde

: 1453852-65-7
(S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: AD-mix-β / water; tert-butyl alcohol / 0 - 20 °C

3.1: 1H-imidazole / dichloromethane / 1 h / 0 °C

4.1: triethylamine / dichloromethane / 0.5 h / 0 °C

5.1: tetra-(n-butyl)ammonium iodide; potassium tert-butylate / tetrahydrofuran / 0.17 h / 20 °C

5.2: 90 h / Reflux

6.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 1-methyl-pyrrolidin-2-one / 16 h / 120 °C / Inert atmosphere

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; AD-mix-β; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; water; mineral oil; tert-butyl alcohol; 1.1: |Wittig Rearrangement / 6.1: |Stille Cross Coupling;

Reference yield:

: 1263414-46-5
1-chloro-2-fluoro-4-vinylbenzene

: 1453852-65-7
(S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: AD-mix-β / water; tert-butyl alcohol / 0 - 20 °C

2.1: 1H-imidazole / dichloromethane / 1 h / 0 °C

3.1: triethylamine / dichloromethane / 0.5 h / 0 °C

4.1: tetra-(n-butyl)ammonium iodide; potassium tert-butylate / tetrahydrofuran / 0.17 h / 20 °C

4.2: 90 h / Reflux

5.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 1-methyl-pyrrolidin-2-one / 16 h / 120 °C / Inert atmosphere

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; AD-mix-β; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; triethylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; water; tert-butyl alcohol; 5.1: |Stille Cross Coupling;