Ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate

Base Information

• Chemical Name: Ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate
• CAS No.: 87597-21-5
• Molecular Formula: C₉H₇Br₂N₃O₂
• Molecular Weight: 348.981
• Hs Code.: 2933990090
• ChEMBL ID: CHEMBL302298
• DSSTox Substance ID: DTXSID50600372
• Wikidata: Q82496413
• Mol file: 87597-21-5.mol

Synonyms:Ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate;87597-21-5;C9H7Br2N3O2;CHEMBL302298;Ethyl6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate;SCHEMBL7354451;DTXSID50600372;ONYDCYFHPPFRGX-UHFFFAOYSA-N;6,8-Dibromo-imidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester;MFCD14706101;AKOS016003802;AS-38932;DB-370479;CS-0102752;EN300-193072;Z1940003015;Ethyl 6 pound not8-dibromoimidazo[1 pound not2-a]pyrazine-2-carboxylate

Chemical Property of Ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate

Chemical Property:

• PKA: -3.87±0.30(Predicted)
• PSA: 56.49000
• Density: 2.06±0.1 g/cm3(Predicted)
• LogP: 2.43100
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 348.88845
• Heavy Atom Count: 16
• Complexity: 280

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN2C=C(N=C(C2=N1)Br)Br

Technology Process of Ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate

There total 2 articles about Ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate 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: 79.0%

ethyl Bromopyruvate (70-23-5) + 2-amino-3,5-dibromopyrazine (24241-18-7) → ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate (87597-21-5)

Guidance literature:

In 1,2-dimethoxyethane; at 20 - 80 ℃; for 24h;

Reference yield:

ethyl 2-oxo-3-chloropropionate (65868-37-3) + 2-amino-3,5-dibromopyrazine (24241-18-7) → ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate (87597-21-5)

Guidance literature:

Yield given. Multistep reaction; 1.) DMC, reflux, 3 h, 2.) EtOH, reflux, 1 h;

DOI:10.1021/jm00368a018

Reference yield:

ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate (87597-21-5) → N-cyclopropyl-4-{2-formyl-8-[(2-methylpropyl)amino]-6-phenylimidazo[1,2-a]pyrazin-3-yl}benzamide (1382451-89-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: diisobutylaluminium hydride / toluene / 0 - 20 °C

2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 20 - 60 °C

3.1: potassium phosphate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran / 0.5 h / 100 °C / microwave radiation

4.1: N,N-dimethyl-formamide / 3 h / 23 °C

5.1: potassium carbonate; triphenylphosphine / water; propan-1-ol / 2 h / 120 °C / microwave irradiation

6.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 2.33 h / -78 °C / Inert atmosphere

6.2: 1 h

With potassium phosphate; N-iodo-succinimide; oxalyl dichloride; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; propan-1-ol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

upstream raw materials:

ethyl 2-oxo-3-chloropropionate

2-amino-3,5-dibromopyrazine

ethyl Bromopyruvate

Downstream raw materials:

SC 8

N-cyclopropyl-4-[6,8-dibromo-2-(hydroxymethyl)imidazo[1,2-a]pyrazin-3-yl]benzamide

4-[6-bromo-2-(hydroxymethyl)-8-(isobutylamino)imidazo[1,2-a]pyrazin-3-yl]-N-cyclopropylbenzamide

N-cyclopropyl-4-[2-(hydroxymethyl)-8-(isobutylamino)-6-phenylimidazo[1,2-a]pyrazin-3-yl]benzamide