2-Chloro-3-phenylpyrazine

Base Information

• Chemical Name: 2-Chloro-3-phenylpyrazine
• CAS No.: 41270-65-9
• Molecular Formula: C10H7ClN2
• Molecular Weight: 190.632
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10356469
• Nikkaji Number: J1.040.350B
• Wikidata: Q72457419
• ChEMBL ID: CHEMBL1544537
• Mol file: 41270-65-9.mol

Synonyms:2-chloro-3-phenylpyrazine;41270-65-9;MLS000701570;2-chloranyl-3-phenyl-pyrazine;CHEMBL1544537;SCHEMBL11145941;DTXSID10356469;CAPLTXKTKMPKED-UHFFFAOYSA-N;HMS2528P15;AC6100;MFCD01411765;AKOS014320942;SMR000224618;SY027739;CS-0320108;FT-0722494;EN300-115789;A825498;AC-907/34127050;Z1255461717

Chemical Property of 2-Chloro-3-phenylpyrazine

Chemical Property:

• Melting Point: 60-62 °C
• Boiling Point: 280.5 °C at 760 mmHg
• Flash Point: 150.3 °C
• PSA: 25.78000
• Density: 1.245 g/cm³
• LogP: 2.79700
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 190.0297759
• Heavy Atom Count: 13
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-3-phenylpyrazine ^*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=NC=CN=C2Cl

Technology Process of 2-Chloro-3-phenylpyrazine

There total 19 articles about 2-Chloro-3-phenylpyrazine 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: 80.0%

2,3-dichloropyrazine (4858-85-9) + phenylboronic acid (98-80-6) → 2-chloro-3-phenylpyrazine (41270-65-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 0.0833333h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03214

Reference yield: 61.0%

2-phenylpyrazine N(1)-oxide (58861-89-5) → 2-chloro-3-phenylpyrazine (41270-65-9) + 2-chloro-6-phenylpyrazine (41270-62-6)

Guidance literature:

With trichlorophosphate; for 1h; Heating;

Reference yield:

3-phenyl-2(1H)-pyrazinone (2882-18-0) + phosphorous oxychloride (POCl3) → 2-chloro-3-phenylpyrazine (41270-65-9)

Guidance literature:

In dichloromethane;

upstream raw materials:

3-phenyl-2(1H)-pyrazinone

2-hydroxy-3-phenylpyrazine

2-phenylpyrazine N⁽¹⁾-oxide

2-phenylpyrazine 4-oxide

Downstream raw materials:

2-methoxy-3-phenylpyrazine

3-phenylpyrazine-2-thiol

2-chloro-3-phenylpyrazine 1,4-dioxide

2-chloro-3-phenyl-pyrazine 4-oxide

Refernces

• 1、 Zhao, Xuchen,Song, Changqing,Rainier, Jon D.. "Stereodivergent Photoelectrocyclization Reactions of Bis-aryl Cycloalkenones: Intercepting Photoelectrocyclization Intermediates with Acid". supporting information. p. 8611 - 8614. Retrieved 2019/11/03.
• 2、 Chrovian, Christa C.,Soyode-Johnson, Akinola,Ao, Hong,Bacani, Genesis M.,Carruthers, Nicholas I.,Lord, Brian,Nguyen, Leslie,Rech, Jason C.,Wang, Qi,Bhattacharya, Anindya,Letavic, Michael A.. "Novel Phenyl-Substituted 5,6-Dihydro-[1,2,4]triazolo[4,3-a]pyrazine P2X7 Antagonists with Robust Target Engagement in Rat Brain". . p. 490 - 497. Retrieved 2016/05/19.