(5-chloro-2-(2-(methylamino)thiazol-4-yl)-pyridin-4-yl)(4-(4-chlorobenzyl)piperazin-1-yl)methanone

Base Information

• Chemical Name: (5-chloro-2-(2-(methylamino)thiazol-4-yl)-pyridin-4-yl)(4-(4-chlorobenzyl)piperazin-1-yl)methanone
• CAS No.: 2123489-30-3
• Molecular Formula: C₂₁H₂₁Cl₂N₅OS
• Molecular Weight: 462.403

Synonyms:

Chemical Property of (5-chloro-2-(2-(methylamino)thiazol-4-yl)-pyridin-4-yl)(4-(4-chlorobenzyl)piperazin-1-yl)methanone

Chemical Property:

• Boiling Point: 641.1±65.0 °C(Predicted)
• Density: 1.407±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

WNK-IN-11 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5-chloro-2-(2-(methylamino)thiazol-4-yl)-pyridin-4-yl)(4-(4-chlorobenzyl)piperazin-1-yl)methanone

There total 3 articles about (5-chloro-2-(2-(methylamino)thiazol-4-yl)-pyridin-4-yl)(4-(4-chlorobenzyl)piperazin-1-yl)methanone 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: 64.0%

(4-(4-chlorobenzyl)piperazin-1-yl)(2,5-dichloropyridin-4-yl)methanone + tributyl(1-ethoxyvinyl)stannane (97674-02-7) + 1-(methyl)-thiourea (598-52-7) → (5-chloro-2-(2-(methylamino)thiazol-4-yl)-pyridin-4-yl)(4-(4-chlorobenzyl)piperazin-1-yl)methanone (2123489-30-3)

Guidance literature:

(4-(4-chlorobenzyl)piperazin-1-yl)(2,5-dichloropyridin-4-yl)methanone; tributyl(1-ethoxyvinyl)stannane; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 20h; Inert atmosphere;

With potassium fluoride; N-Bromosuccinimide; In 1,4-dioxane; water; at 20 ℃; for 2h; Inert atmosphere;

1-(methyl)-thiourea; In 1,4-dioxane; water; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00708

Reference yield:

1-[(4-chlorophenyl)methyl]piperazine (23145-88-2) → (5-chloro-2-(2-(methylamino)thiazol-4-yl)-pyridin-4-yl)(4-(4-chlorobenzyl)piperazin-1-yl)methanone (2123489-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / 2 h / Reflux; Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 20 h / 100 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

2.3: 2 h / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; In 1,4-dioxane;

DOI:10.1021/acs.jmedchem.7b00708

Reference yield:

2,5-dichloro-4-pyridinecarboxylic acid (88912-26-9) → (5-chloro-2-(2-(methylamino)thiazol-4-yl)-pyridin-4-yl)(4-(4-chlorobenzyl)piperazin-1-yl)methanone (2123489-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / 2 h / Reflux; Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 20 h / 100 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

2.3: 2 h / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; In 1,4-dioxane;

DOI:10.1021/acs.jmedchem.7b00708

upstream raw materials:

tributyl(1-ethoxyvinyl)stannane

1-(methyl)-thiourea

1-[(4-chlorophenyl)methyl]piperazine

2,5-dichloro-4-pyridinecarboxylic acid

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