Pyrazinecarbonyl chloride

Base Information

• Chemical Name: Pyrazinecarbonyl chloride
• CAS No.: 19847-10-0
• Molecular Formula: C5H3ClN2O
• Molecular Weight: 142.545
• Hs Code.: 2933990090
• European Community (EC) Number: 243-367-4
• DSSTox Substance ID: DTXSID10173592
• Nikkaji Number: J280.380A
• Wikidata: Q83043643
• Mol file: 19847-10-0.mol

Synonyms:19847-10-0;2-Pyrazinecarbonyl chloride;Pyrazine-2-carbonyl chloride;Pyrazinecarbonyl chloride;pyrazine 2-carbonyl chloride;Pyrazine-2-carboxylic acid chloride;2-pyrazine carbonyl chloride;EINECS 243-367-4;MFCD00792886;C5H3ClN2O;pyrazinoyl chloride;Benzyl6-bromohexylether;Pyrazine-2-carbonylchloride;SCHEMBL417976;C5-H3-Cl-N2-O;O=C(Cl)C1=CN=CC=N1;DTXSID10173592;2-pyrazine carboxylic acid chloride;AC-703;AKOS005207071;2-pyrazinecarbonyl chloride, AldrichCPR;BP-10626;BS-21919;BB 0256603;FT-0685395;A22720;EN300-235977;J-510302;F2158-0312

Chemical Property of Pyrazinecarbonyl chloride

Chemical Property:

• Vapor Pressure: 0.155mmHg at 25°C
• Melting Point: 41°C
• Refractive Index: 1.551
• Boiling Point: 214.5 °C at 760 mmHg
• PKA: -2.50±0.10(Predicted)
• Flash Point: 83.5 °C
• PSA: 42.85000
• Density: 1.393g/cm³
• LogP: 0.85560
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 141.9933904
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

2-PyrazinecarbonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: C:Corrosive
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=N1)C(=O)Cl
• Uses: 2-Pyrazinecarbonyl Chloride is an intermediate used in the synthesis of (S)-N-[1-(3-Hydroxy-3-methylbutanamido)-1-oxo-3-phenylpropan-2yl]pyrazine-2-carboxamide (H805105), which is an impurity of bortezomib (B675700), which is the first proteasome inhibitor to be approved by the US FDA for multiple myeloma, a blood cancer. A reversible inhibitor of the 26S proteasome-a barrel-shaped multiprotein particle found in the nucleus and cytosol of all eukaryotic cells. Targets the ubiquitin-proteasome pathway.

Technology Process of Pyrazinecarbonyl chloride

There total 2 articles about Pyrazinecarbonyl chloride 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: 74.0%

2-pyrazylcarboxylic acid (98-97-5) → pyrazinoyl chloride (19847-10-0)

Guidance literature:

With thionyl chloride; In benzene; for 2h; Heating;

DOI:10.1021/jm00085a007

Reference yield:

→ pyrazinoyl chloride (19847-10-0)

Guidance literature:

Reference yield: 93.0%

pyrazinoyl chloride (19847-10-0) + 4-(2,4,6-trimethylphenyl)thiazol-2-ylamine (81529-60-4) → pyrazine-2-carboxylic acid [4-(2,4,6-trimethylphenyl)thiazol-2-yl]amide (745022-89-3)

Guidance literature:

With dmap; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm8015969

upstream raw materials:

2-pyrazylcarboxylic acid

Downstream raw materials:

pyrazine-2-carboxylic acid-[(2R,3R)-2-(2,2-dichloro-acetylamino)-3-hydroxy-3-(4-nitro-phenyl)-propyl ester]

pyrazine-2-carboxylic acid-[(2R,3R)-3-hydroxy-3-(4-nitro-phenyl)-2-pyrazinecarbonylamino-propyl ester]

2-propionylpyrazine

pyrazine-2-carbothioic acid S-phenyl ester

Refernces

• 1、 Solomons,Spoerri. "-". . p. 679. Retrieved 1953.
• 2、 Glantz,Spoerri. "-". . p. 4282. Retrieved 1950.
• 3、 Bhatti, Manpreet,McHugh, Timothy D.,Milanesi, Lilia,Tomas, Salvador. "Self-assembled nanoparticles as multifunctional drugs for anti-microbial therapies". . p. 7649 - 7651. Retrieved 2014.
• 4、 Zhang, Ting-jian,Tu, Shun,Zhang, Xu,Wang, Qiu-yin,Hu, Sen-sen,Zhang, Yi,Zhang, Zhen-hao,Wang, Zhao-ran,Meng, Fan-hao. "Amide-based xanthine oxidase inhibitors bearing an N-(1-alkyl-3-cyano-1H-indol-5-yl) moiety: Design, synthesis and structure-activity relationship investigation". . . Retrieved 2021/10/25.
• 5、 Reddyrajula, Rajkumar,Dalimba, Udayakumar. "The bioisosteric modification of pyrazinamide derivatives led to potent antitubercular agents: Synthesis via click approach and molecular docking of pyrazine-1,2,3-triazoles". supporting information. . Retrieved 2019/12/24.