6-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine

Base Information

• Chemical Name: 6-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine
• CAS No.: 1450754-58-1
• Molecular Formula: C₂₄H₂₀N₆O
• Molecular Weight: 408.462
• Mol file: 1450754-58-1.mol

Synonyms:6-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine

Chemical Property of 6-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine

There total 9 articles about 6-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine 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: 75.0%

3-(but-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine (1450754-38-7) + 6-(4-hydroxyphenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine (515880-87-2) → 6-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine (1450754-58-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201300683

Reference yield:

4-(3-bromopyrazolo[1,5-a]pyrimidin-6-yl)phenol (945376-95-4) → 6-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine (1450754-58-1)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

2: potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 4 h / 100 °C / Inert atmosphere

3: hydrogen bromide; acetic acid / 0.67 h / Reflux; Inert atmosphere

4: potassium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C / Inert atmosphere

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hydrogen bromide; potassium carbonate; acetic acid; XPhos; In N,N-dimethyl-formamide;

DOI:10.1002/anie.201300683

Reference yield:

3-(bromo)-6-(4-methoxyphenyl)-pyrazolo(1,5-A)pyrimidine (216661-83-5) → 6-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine (1450754-58-1)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 4 h / 100 °C / Inert atmosphere

2: hydrogen bromide; acetic acid / 0.67 h / Reflux; Inert atmosphere

3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C / Inert atmosphere

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hydrogen bromide; potassium carbonate; acetic acid; XPhos; In N,N-dimethyl-formamide;

DOI:10.1002/anie.201300683

upstream raw materials:

1-hydroxy-3-ketohept-6-yne

4-(3-bromopyrazolo[1,5-a]pyrimidin-6-yl)phenol

2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-ol

3-(bromo)-6-(4-methoxyphenyl)-pyrazolo(1,5-A)pyrimidine