1-(4-(5-amino-2-(1-(4-fluorophenyl)ethyl)thiazolo[5,4-d]pyrimidin-7-yl)piperazin-1-yl)-2-(4-chlorophenoxy)ethanone

Base Information

• Chemical Name: 1-(4-(5-amino-2-(1-(4-fluorophenyl)ethyl)thiazolo[5,4-d]pyrimidin-7-yl)piperazin-1-yl)-2-(4-chlorophenoxy)ethanone
• CAS No.: 1245317-37-6
• Molecular Formula: C₂₅H₂₄ClFN₆O₂S
• Molecular Weight: 527.022

Synonyms:1-(4-(5-amino-2-(1-(4-fluorophenyl)ethyl)thiazolo[5,4-d]pyrimidin-7-yl)piperazin-1-yl)-2-(4-chlorophenoxy)ethanone

Chemical Property of 1-(4-(5-amino-2-(1-(4-fluorophenyl)ethyl)thiazolo[5,4-d]pyrimidin-7-yl)piperazin-1-yl)-2-(4-chlorophenoxy)ethanone

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Technology Process of 1-(4-(5-amino-2-(1-(4-fluorophenyl)ethyl)thiazolo[5,4-d]pyrimidin-7-yl)piperazin-1-yl)-2-(4-chlorophenoxy)ethanone

There total 9 articles about 1-(4-(5-amino-2-(1-(4-fluorophenyl)ethyl)thiazolo[5,4-d]pyrimidin-7-yl)piperazin-1-yl)-2-(4-chlorophenoxy)ethanone 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: 67.0%

2-(1-(4-fluorophenyl)ethyl)-7-(methylsulfonyl)thiazolo[5,4-d]pyrimidin-5-amine (1245317-32-1) + 2-(4-chlorophenoxy)-1-(piperazin-1-yl)ethanone (143999-83-1) → 1-(4-(5-amino-2-(1-(4-fluorophenyl)ethyl)thiazolo[5,4-d]pyrimidin-7-yl)piperazin-1-yl)-2-(4-chlorophenoxy)ethanone (1245317-37-6)

Guidance literature:

With triethylamine; In 1,4-dioxane; at 60 ℃; for 5h;

DOI:10.1021/jm101254z

Reference yield:

tert-butyl 4-(2-(4-chlorophenoxy)acetyl)piperazine-1-carboxylate (1144037-43-3) → 1-(4-(5-amino-2-(1-(4-fluorophenyl)ethyl)thiazolo[5,4-d]pyrimidin-7-yl)piperazin-1-yl)-2-(4-chlorophenoxy)ethanone (1245317-37-6)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

2: triethylamine / 1,4-dioxane / 5 h / 60 °C

With triethylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jm101254z

Reference yield:

4-chlorophenyloxyacetyl chloride (4122-68-3) → 1-(4-(5-amino-2-(1-(4-fluorophenyl)ethyl)thiazolo[5,4-d]pyrimidin-7-yl)piperazin-1-yl)-2-(4-chlorophenoxy)ethanone (1245317-37-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 20 °C

2: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

3: triethylamine / 1,4-dioxane / 5 h / 60 °C

With triethylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jm101254z

upstream raw materials:

tert-butyl 4-(2-(4-chlorophenoxy)acetyl)piperazine-1-carboxylate

N-(2-amino-4,6-dihydroxypyrimidin-5-yl)-2-(4-fluorophenyl)acetamide

5-amino-2-(4-fluorobenzyl)thiazolo[5,4-d]pyrimidine-7-thiol

2-(4-fluorobenzyl)-7-(methylthio)thiazolo[5,4-d]pyrimidin-5-amine

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