3-Bromoimidazo[1,2-a]pyrimidine

Base Information

• Chemical Name: 3-Bromoimidazo[1,2-a]pyrimidine
• CAS No.: 6840-45-5
• Molecular Formula: C6H4BrN3
• Molecular Weight: 198.022
• Hs Code.: 2933990090
• European Community (EC) Number: 866-243-7
• DSSTox Substance ID: DTXSID40377182
• Nikkaji Number: J148.012J
• Wikidata: Q72457155
• Mol file: 6840-45-5.mol

Synonyms:3-Bromoimidazo[1,2-a]pyrimidine;6840-45-5;IMIDAZO[1,2-A]PYRIMIDINE, 3-BROMO-;MFCD06200962;3-bromoimidazo(1,2-a)pyrimidine;3-bromoimidazol-(1,2-a)-pyrimidine;SCHEMBL303655;DTXSID40377182;GNHZXUKWLSWKHB-UHFFFAOYSA-N;CS-D1630;3-bromoimidazo[1,2-alpha]pyrimidine;AKOS005070382;AB23077;SY007252;AM20100634;FT-0636272;3-Bromoimidazo[1,2-a]pyrimidine, AldrichCPR;3-BROMOIMIDAZO[1 pound not2-A]PYRIMIDINE;EN300-336034;3Y-0813;A836133;J-512107

Chemical Property of 3-Bromoimidazo[1,2-a]pyrimidine

Chemical Property:

• Appearance/Colour: yellowish crystal
• Melting Point: 158-160 °C
• Refractive Index: 1.751
• PKA: 2.55±0.30(Predicted)
• PSA: 30.19000
• Density: 1.89 g/cm³
• LogP: 1.49180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 196.95886
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

3-Bromoimidazo[1,2-a]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C(=CN=C2N=C1)Br
• Use Description: 3-Bromoimidazo[1,2-a]pyrimidine is a chemical compound with versatile applications in various fields. In the realm of organic chemistry and pharmaceutical research, it serves as a valuable intermediate in the synthesis of diverse organic molecules, including pharmaceuticals, agrochemicals, and specialty chemicals. Its imidazo[1,2-a]pyrimidine core is a key structural motif found in many biologically active compounds. Therefore, it plays a crucial role in the development of novel drugs and therapeutic agents. Additionally, in the field of material science, it may find use as a building block for designing functional materials, such as conducting polymers and organic semiconductors, which are essential components in electronic and optoelectronic devices. Its significance varies within these fields, but it consistently plays a pivotal role in advancing chemical synthesis, pharmaceutical discovery, and materials innovation.

Technology Process of 3-Bromoimidazo[1,2-a]pyrimidine

There total 2 articles about 3-Bromoimidazo[1,2-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:

imidazo[1,2-a]pyrimidine (274-95-3) → 3-bromoimidazo[1,2-a]pyrimidine (6840-45-5)

Guidance literature:

With N-Bromosuccinimide; In chloroform; for 12h; Heating;

DOI:10.1016/0223-5234(91)90208-5 DOI:10.1248/cpb.40.1170

Reference yield:

→ 3-bromoimidazo[1,2-a]pyrimidine (6840-45-5)

Guidance literature:

aus Imidazo<1,2-a>pyrimidin und N-Brom-succinimid in sd.Chlf. (4 h),Ausb.:76percent;

Reference yield: 58.0%

N-(2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide (1112983-31-9) + 3-bromoimidazo[1,2-a]pyrimidine (6840-45-5) → N-(2-chloro-5-(imidazo[1,2-a]pyrimidin-3-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide (1246184-45-1)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 100 ℃; for 5h;

upstream raw materials:

imidazo[1,2-a]pyrimidine

Downstream raw materials:

N-(2-chloro-5-(imidazo[1,2-a]pyrimidin-3-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide

4-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)aniline

phenyl [6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]carbamate

N-[4-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)phenyl]acetamide

Refernces

• 1、 Rival,Grassy,Michel. "Synthesis and antibacterial activity of some imidazo[1,2-a[pyrimidine derivatives". . p. 1170 - 1176. Retrieved 2007/10/02.