8-Chloroimidazo[1,2-a]pyrazine

Base Information

• Chemical Name: 8-Chloroimidazo[1,2-a]pyrazine
• CAS No.: 69214-33-1
• Molecular Formula: C6H4ClN3
• Molecular Weight: 153.571
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40437417
• Wikidata: Q72452050
• Mol file: 69214-33-1.mol

Synonyms:8-chloroimidazo[1,2-a]pyrazine;69214-33-1;8-CHLORO-IMIDAZO[1,2-A]PYRAZINE;IMIDAZO[1,2-A]PYRAZINE, 8-CHLORO-;MFCD09834910;SCHEMBL105167;DTXSID40437417;PREWHWRWNMLCNH-UHFFFAOYSA-N;8-chloranylimidazo[1,2-a]pyrazine;8-chloro-imidazol[1,2-a]pyrazine;AKOS006327286;CS-W004033;PB29694;SS-4331;AC-23730;SY066026;AM20070417;FT-0646483;EN300-139960;A836396;J-519424

Chemical Property of 8-Chloroimidazo[1,2-a]pyrazine

Chemical Property:

• PKA: 1.50±0.30(Predicted)
• PSA: 30.19000
• Density: 1.51±0.1 g/cm3(Predicted)
• LogP: 1.38270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 153.0093748
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

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

8-Chloroimidazo[1,2-a]pyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C=CN=C(C2=N1)Cl
• Uses: 8-Chloroimidazo[1,2-a]pyrazine is a useful research chemical.

Technology Process of 8-Chloroimidazo[1,2-a]pyrazine

There total 10 articles about 8-Chloroimidazo[1,2-a]pyrazine 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: 100.0%

3-chloropyrazin-2-amine (6863-73-6) + α-bromobutyraldehyde diethyl acetal (3400-56-4) → 8-chloroimidazo[1,2-α]pyrazine (69214-33-1)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 9h; Reflux;

Reference yield: 88.0%

3-chloropyrazin-2-amine (6863-73-6) + Bromoacetaldehyde diethyl acetal (2032-35-1) → 8-chloroimidazo[1,2-α]pyrazine (69214-33-1)

Guidance literature:

Bromoacetaldehyde diethyl acetal; With hydrogen bromide; In water; for 1h; Reflux;

3-chloropyrazin-2-amine; With hydrogen bromide; In 1,2-dimethoxyethane; water; for 3h; Reflux;

Reference yield: 70.0%

2-chloroethanal (107-20-0) + 3-chloropyrazin-2-amine (6863-73-6) → 8-chloroimidazo[1,2-α]pyrazine (69214-33-1)

Guidance literature:

In isopropyl alcohol; Reflux;

upstream raw materials:

3-chloropyrazin-2-amine

bromoacetaldehyde

Bromoacetaldehyde diethyl acetal

2-chloroethanal

Downstream raw materials:

C₁₄H₁₄BrN₅

3-bromo-8-methylsulfanyl-imidazo[1,2-a]pyrazine

methyl 4-(8-(methylthio)imidazo[1,2-a]pyrazin-3-yl)benzoate

N-cyclopropyl-3-methyl-4-{8-[(2-methylpropyl)amino]imidazo[1,2-a]pyrazin-3-yl}benzamide

Refernces

• 1、 -. "SUBSTITUTED FUSED AROMATIC RING DERIVATIVE, COMPOSITION AND USE THEREOF". Paragraph 0152-0154. . Retrieved 2021/11/04.
• 2、 Alegre-Requena, Juan V.,Levy, Jeffrey N.,Liu, Renrong,McNally, Andrew,Paton, Robert S.. "Selective Halogenation of Pyridines Using Designed Phosphine Reagents". supporting information. p. 11295 - 11305. Retrieved 2020/07/13.