3-(1-Bromo-8-chloroimidazo[1,5-A]pyrazin-3-YL)cyclobutanone

Base Information

• Chemical Name: 3-(1-Bromo-8-chloroimidazo[1,5-A]pyrazin-3-YL)cyclobutanone
• CAS No.: 936901-73-4
• Molecular Formula: C10H7BrClN3O
• Molecular Weight: 300.542
• European Community (EC) Number: 632-645-4
• DSSTox Substance ID: DTXSID201189845
• Mol file: 936901-73-4.mol

Synonyms:936901-73-4;3-(1-BROMO-8-CHLOROIMIDAZO[1,5-A]PYRAZIN-3-YL)CYCLOBUTANONE;3-(1-Bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclobutan-1-one;3-{1-BROMO-8-CHLOROIMIDAZO[1,5-A]PYRAZIN-3-YL}CYCLOBUTAN-1-ONE;SCHEMBL594589;SPFGLRKIXCHBPT-UHFFFAOYSA-N;DTXSID201189845;3-(1-Bromo-8-chloro-imidazo[1,5-a]pyrazin-3-yl)-cyclobutanone;Cyclobutanone, 3-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-;AKOS027256111;SB17809;AS-70859;CS-0035661;3-(1-Bromo-8-chloroimidazo[1,5-alpha]pyrazin-3-yl)cyclobutanone

Chemical Property of 3-(1-Bromo-8-chloroimidazo[1,5-A]pyrazin-3-YL)cyclobutanone

Chemical Property:

• PSA: 47.26000
• Density: 2.03±0.1 g/cm3 (20 °C, 760 mmHg)
• LogP: 2.59170
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 298.94610
• Heavy Atom Count: 16
• Complexity: 308

Purity/Quality:

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

3-(1-Bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclobutanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC1=O)C2=NC(=C3N2C=CN=C3Cl)Br

Technology Process of 3-(1-Bromo-8-chloroimidazo[1,5-A]pyrazin-3-YL)cyclobutanone

There total 5 articles about 3-(1-Bromo-8-chloroimidazo[1,5-A]pyrazin-3-YL)cyclobutanone 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: 90.0%

3-(8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclobutanone (936901-72-3) → 3-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclobutanone (936901-73-4)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/ml400160a

Reference yield:

3-oxocyclobutanecarboxylic acid 2,5-dioxopyrrolidin-1-yl ester (939412-81-4) → 3-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclobutanone (936901-73-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydrogencarbonate / water; tetrahydrofuran / 1.5 h / 20 °C

2: trichlorophosphate / N,N-dimethyl-formamide / 0.75 h / 10 - 20 °C

3: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

With N-Bromosuccinimide; sodium hydrogencarbonate; trichlorophosphate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/ml400160a

Reference yield:

C14H13ClN4O4 → 3-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclobutanone (936901-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / N,N-dimethyl-formamide / 0.75 h / 10 - 20 °C

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

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

DOI:10.1021/ml400160a

upstream raw materials:

3-(8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclobutanone

3-oxocyclobutanecarboxylic acid 2,5-dioxopyrrolidin-1-yl ester

N-[(2-chlorophenyl(methyl))]-3-oxocyclobutanecarboxamide

3-oxocyclobutanecarboxylic acid

Refernces

• 1、 -. "PROTEIN KINASE INHIBITORS". Page/Page column 57; 58. . Retrieved 2015/06/08.
• 2、 -. "Fused bicyclic mTOR inhibitors". Page/Page column 62. . Retrieved 2008/06/13.