3-Bromo-5-phenylpyrazin-2-amine

Base Information

• Chemical Name: 3-Bromo-5-phenylpyrazin-2-amine
• CAS No.: 67602-05-5
• Molecular Formula: C10H8BrN3
• Molecular Weight: 250.098
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20498905
• Nikkaji Number: J3.375.493K
• Wikidata: Q82349261
• Mol file: 67602-05-5.mol

Synonyms:3-Bromo-5-phenylpyrazin-2-amine;67602-05-5;2-amino-3-bromo-5-phenylpyrazine;3-Bromo-5-phenyl-pyrazin-2-ylamine;Pyrazinamine, 3-bromo-5-phenyl-;SCHEMBL934804;DTXSID20498905;SMLJERTWGUYNSP-UHFFFAOYSA-N;3-bromo-5-phenyl-2-amino pyrazine;MFCD09027883;AKOS005255953;A1-36541

Chemical Property of 3-Bromo-5-phenylpyrazin-2-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 349.164oC at 760 mmHg
• Flash Point: 164.969oC
• PSA: 51.80000
• Density: 1.567g/cm3
• LogP: 3.06950
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 248.99016
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

NLT 98% ^*data from raw suppliers

3-Bromo-5-phenylpyrazin-2-amine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CN=C(C(=N2)Br)N

Technology Process of 3-Bromo-5-phenylpyrazin-2-amine

There total 6 articles about 3-Bromo-5-phenylpyrazin-2-amine 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: 91.0%

3-amino-6-phenyl-2-pyrazine carboxylic acid (84066-21-7) → 2-amino-3-bromo-5-phenylpyrazine (67602-05-5)

Guidance literature:

With bromine; sodium acetate; In acetic acid; for 18h; Ambient temperature;

DOI:10.1021/jm00357a009

Reference yield: 88.0%

2-amino-5-phenylpyrazine (13535-13-2) → 2-amino-3-bromo-5-phenylpyrazine (67602-05-5)

Guidance literature:

With pyridine; tetra-N-butylammonium tribromide; In chloroform; at 55 - 58 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.jphotochem.2014.07.016

Reference yield: 88.0%

2-amino-3,5-dibromopyrazine (24241-18-7) + phenylboronic acid (98-80-6) → 2-amino-3-bromo-5-phenylpyrazine (67602-05-5)

Guidance literature:

With caesium carbonate; Pd(PPh₃)4; In 1,4-dioxane; ethanol; water; ethyl acetate;

upstream raw materials:

3-amino-6-phenyl-2-pyrazine carboxylic acid

methyl 3-amino-6-phenyl-2-pyrazine carboxylate

2-amino-3,5-dibromopyrazine

phenylboronic acid

Downstream raw materials:

8-bromo-6-phenylimidazo<1,2-a>pyrazine hydrobromide

2-amino-5-phenyl-3-(4-methylphenyl)thiopyrazine

2-amino-5-phenyl-3-(4-methoxyphenyl)thiopyrazine

2-amino-5-phenyl-3-phenylthiopyrazine

Refernces

• 1、 Yuan, Mingliang,Ma, Xiaojie,Jiang, Tianyu,Zhang, Chaochao,Chen, Hui,Gao, Yuqi,Yang, Xingye,Du, Lupei,Li, Minyong. "A novel coelenterate luciferin-based luminescent probe for selective and sensitive detection of thiophenols". . p. 10267 - 10274. Retrieved 2016/11/17.
• 2、 Saito, Ryota,Hirano, Takashi,Maki, Shojiro,Niwa, Haruki. "Synthesis and chemiluminescent properties of 6,8-diaryl-2-methylimidazo[1, 2-a]pyrazin-3(7H)-ones: Systematic investigation of substituent effect at para-position of phenyl group at 8-position". . p. 12 - 25. Retrieved 2014/11/07.