(S)-3-(3-(4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one

Base Information

• Chemical Name: (S)-3-(3-(4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one
• CAS No.: 1269643-44-8
• Molecular Formula: C₂₀H₁₉N₇O₂
• Molecular Weight: 389.417
• Mol file: 1269643-44-8.mol

Synonyms:(S)-3-(3-(4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one

Chemical Property of (S)-3-(3-(4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(3-(4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one

There total 6 articles about (S)-3-(3-(4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-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: 78.0%

(S)-3-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one (1269646-21-0) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) + 5-(4-bromophenyl)-1H-1,2,4-triazole (118863-62-0) + bis(pinacol)diborane (73183-34-3) → (S)-3-(3-(4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one (1269643-44-8)

Guidance literature:

5-(4-bromophenyl)-1H-1,2,4-triazole; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

(2-trimethylethylsilylethoxy)methyl chloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.25h;

(S)-3-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one; bis(pinacol)diborane;

Reference yield:

p-bromobenzamide (698-67-9) → (S)-3-(3-(4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one (1269643-44-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1.5 h / 122 °C

2.1: acetic acid; hydrazine hydrate / 1.5 h / 90 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

3.2: 2.25 h / 0 - 20 °C

With hydrazine hydrate; sodium hydride; acetic acid; In N,N-dimethyl-formamide;

Reference yield:

pyrazolo[1,5-a]pyrimidine-5-ol (29274-22-4) → (S)-3-(3-(4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one (1269643-44-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: trichlorophosphate / 3 h / Reflux

2.1: N-Bromosuccinimide / dichloromethane / 1 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 12 h / 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

4.2: 2.25 h / 0 - 20 °C

With N-Bromosuccinimide; sodium hydride; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

(S)-3-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one

(2-trimethylethylsilylethoxy)methyl chloride

5-(4-bromophenyl)-1H-1,2,4-triazole

bis(pinacol)diborane

Downstream raw materials:

(S)-3-(3-(4-(1-(2-hydroxyethyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one

(S)-3-(3-(4-(1-(2-hydroxyethyl)-1H-1,2,4-triazol-5-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyloxazolidin-2-one

(S)-di-tert-butyl (3-(4-(5-(4-isopropyl-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)phenyl)-1H-1,2,4-triazol-1-yl)methyl phosphate