3-Bromo-5-chloropyrazolo[1,5-a]pyrimidine

Base Information

• Chemical Name: 3-Bromo-5-chloropyrazolo[1,5-a]pyrimidine
• CAS No.: 960613-96-1
• Molecular Formula: C6H3BrClN3
• Molecular Weight: 232.467
• Hs Code.: 2933990090
• Mol file: 960613-96-1.mol

Synonyms:3-bromo-5-chloropyrazolo[1,5-a]pyrimidine

Chemical Property of 3-Bromo-5-chloropyrazolo[1,5-a]pyrimidine

Chemical Property:

• Refractive Index: 1.768
• PKA: -2.51±0.40(Predicted)
• PSA: 30.19000
• Density: 2.038 g/cm³
• LogP: 2.14520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Bromo-5-chloropyrazolo[1,5-A]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Bromo-5-chloropyrazolo[1,5-A]pyrimidine shows much similarity to 4H-Pyrazolo[1,5-a]pyrimidin-7-one which is a moiety present in a variety of chemical anti-inflammatory and antischistosomal drugs.

Technology Process of 3-Bromo-5-chloropyrazolo[1,5-a]pyrimidine

There total 3 articles about 3-Bromo-5-chloropyrazolo[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: 94.0%

5-chloropyrazolo[1,5-a]pyrimidine (29274-24-6) → 3-bromo-5-chloro-pyrazolo[1,5-a]pyrimidine (960613-96-1)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/j.ejmech.2020.112770

Reference yield:

4H,5H-pyrazolo[1,5-a]pyrimidine-5-one (29274-22-4) → 3-bromo-5-chloro-pyrazolo[1,5-a]pyrimidine (960613-96-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 2 h / 120 °C / Inert atmosphere

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 20 °C

With N-Bromosuccinimide; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2020.112770

Reference yield:

pyrazolo[1,5-a]pyrimidine-5-ol (29274-22-4) → 3-bromo-5-chloro-pyrazolo[1,5-a]pyrimidine (960613-96-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 3 h / Reflux

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

With N-Bromosuccinimide; trichlorophosphate; In dichloromethane;

upstream raw materials:

5-chloropyrazolo[1,5-a]pyrimidine

pyrazolo[1,5-a]pyrimidine-5-ol

4H,5H-pyrazolo[1,5-a]pyrimidine-5-one

Downstream raw materials:

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

(S)-4-(5-(4-isopropyl-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)benzoic acid

(S)-4-(5-(4-isopropyl-2-oxooxazolidin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)benzohydrazide

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

Refernces

• 1、 -. "INHIBITORS OF ADAPTER ASSOCIATED KINASE 1, COMPOSITIONS COMPRISING THEM, AND METHODS OF THEIR USE". Page/Page column 12. . Retrieved 2015/11/11.
• 2、 -. "PYRAZOLO[1,5-a]PYRIMIDINE-BASED COMPOUNDS, COMPOSITIONS COMPRISING THEM, AND METHODS OF THEIR USE". Page/Page column 25. . Retrieved 2013/09/26.