4-(3-fluoropropoxy)-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide

Base Information

• Chemical Name: 4-(3-fluoropropoxy)-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide
• CAS No.: 1361483-76-2
• Molecular Formula: C₂₁H₂₄FN₅O₂S
• Molecular Weight: 429.518
• Mol file: 1361483-76-2.mol

Synonyms:4-(3-fluoropropoxy)-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide

Chemical Property of 4-(3-fluoropropoxy)-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-fluoropropoxy)-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide

There total 4 articles about 4-(3-fluoropropoxy)-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide 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: 60.4%

4-hydroxy-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide (1361483-74-0) + 3-fluoropropyl tosylate (312-68-5) → 4-(3-fluoropropoxy)-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide (1361483-76-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 6h;

DOI:10.1021/jm201590g

Reference yield:

4-(6-chloropyrimidin-4-yl)-N-methylthiazol-2-amine (932738-80-2) → 4-(3-fluoropropoxy)-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide (1361483-76-2)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / toluene / 10 h / 100 °C / Inert atmosphere

2: potassium carbonate / 1,4-dioxane / 16 h / 80 °C

3: boron tribromide / dichloromethane / -40 - 20 °C / Inert atmosphere

4: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 °C

With boron tribromide; potassium carbonate; triethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm201590g

Reference yield:

4-chloro-6-(1-ethoxyvinyl)pyrimidine → 4-(3-fluoropropoxy)-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide (1361483-76-2)

Guidance literature:

Multi-step reaction with 6 steps

1: N-Bromosuccinimide / tetrahydrofuran; water / 2 h / 20 °C

2: tetrahydrofuran; water / 2 h / 20 °C

3: triethylamine / toluene / 10 h / 100 °C / Inert atmosphere

4: potassium carbonate / 1,4-dioxane / 16 h / 80 °C

5: boron tribromide / dichloromethane / -40 - 20 °C / Inert atmosphere

6: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 °C

With N-Bromosuccinimide; boron tribromide; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm201590g

upstream raw materials:

4-(6-chloropyrimidin-4-yl)-N-methylthiazol-2-amine

4-hydroxy-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide

3-fluoropropyl tosylate