5-Chloropyrazine-2-carbonyl chloride

Base Information

• Chemical Name: 5-Chloropyrazine-2-carbonyl chloride
• CAS No.: 88625-23-4
• Molecular Formula: C5H2 Cl2 N2 O
• Molecular Weight: 176.99
• Hs Code.: 2933990090
• European Community (EC) Number: 862-286-0
• DSSTox Substance ID: DTXSID40570136
• Wikidata: Q82457489
• Mol file: 88625-23-4.mol

Synonyms:5-chloropyrazine-2-carbonyl chloride;88625-23-4;SCHEMBL107129;DTXSID40570136;CFEMQJVHMRAYNZ-UHFFFAOYSA-N;5-chloropyrazine-2-carbonylchloride;5-Chloro-2-pyrazinecarbonyl chloride;MFCD00190600;5-chloro-pyrazine-2-carbonyl chloride;5-chloropyrazine-2-carboxylic chloride;AKOS000276651;EN300-131599;G36779

Chemical Property of 5-Chloropyrazine-2-carbonyl chloride

Chemical Property:

• PSA: 42.85000
• LogP: 1.50900
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 175.9544181
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

97% ^*data from raw suppliers

5-chloropyrazine-2-carbonylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=CC(=N1)Cl)C(=O)Cl

Technology Process of 5-Chloropyrazine-2-carbonyl chloride

There total 8 articles about 5-Chloropyrazine-2-carbonyl 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: 100.0%

5-chloropyrazinoic acid (36070-80-1) → 5-chloropyrazine-2-carbonyl chloride (88625-23-4)

Guidance literature:

With (COCl)2; N-methyl-acetamide; In dichloromethane;

Reference yield: 100.0%

methyl 4-hydroxy-2-methyl-2H-indazole-6-carboxylate (1245215-48-8) + 5-chloropyrazinoic acid (36070-80-1) → 5-chloropyrazine-2-carbonyl chloride (88625-23-4)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 23 ℃; for 18h;

DOI:10.1016/j.bmcl.2012.09.082

Reference yield:

5-hydroxypyrazinoic acid (34604-60-9) → 5-chloropyrazine-2-carbonyl chloride (88625-23-4)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; for 16h; Heating;

DOI:10.1016/j.bmc.2005.03.023

upstream raw materials:

5-hydroxypyrazinoic acid

5-chloropyrazinoic acid

4,5-dihydro-5-oxo-2-pyrazinecarboxylic acid

oxalyl dichloride

Downstream raw materials:

azetidin-1-yl(5-chloropyrazin-2-yl)methanone

(S)-5-Chloro-N-(1-(3-(3-chloro-4-cyanophenyl)-1H-pyrazol-1-yl)-propan-2-yl)pyrazine-2-carboxamide

methyl 3-{[5-(azetidin-1-ylcarbonyl)pyrazin-2-yl]oxy}-5-[(3S)-tetrahydrofuran-3-yloxy]benzoate

3-{[5-(azetidin-1-ylcarbonyl)pyrazin-2-yl]oxy}-5-[(3S)-tetrahydrofuran-3-yloxy]benzoic acid

Refernces

• 1、 D?oli?, Zrinka Raji?,Perkovi?, Ivana,Paveli?, Sandra Kraljevi?,Sedi?, Mirela,Ili?, Nata?a,Schols, Dominique,Zorc, Branka. "Design, synthesis, and cytostatic activity of novel pyrazine sorafenib analogs". . p. 2729 - 2741. Retrieved 2016.
• 2、 Ahirrao, Prajakta,Bakhle, Dhananjay,Bhankhede, Trupti,Bhonde, Mandar,Bokan, Sanjay,Budhe, Sagar,Dadke, Disha,Daler, Jagadeesh,Deshmukh, Gokul,George, Shaji K.,Gholve, Milind,Gundu, Jaysagar,Gupta, Rajesh,Ingawale, Sachin,Irlapatti, Nageswara Rao,Jachak, Santosh,Kalia, Anil,Kamalakannan, Prabakaran,Kamboj, Rajender Kumar,Kanoje, Vijay,Karche, Vijay,Khedkar, Nilesh Raghunath,Kizhakinagath, Praveenkumar Anidil,Kuldharan, Sandip,Kumar, Hemant,Kumar, Swaroop,Mallurwar, Sadanand,Mehta, Maneesh,Modi, Dipak,Naik, Kumar,Narasimham, Lakshmi,Nemade, Harshal Narendra,Nemmani, Kumar V. S.,Nigade, Prashant,Padiya, Kamlesh J.,Palle, Venkata P.,Pandey, Dilip,Pareek, Himani,Patil, Amit,Patil, Vinod,Pawar, Shashikant,Phukan, Samiron,Shah, Chirag,Shaikh, Zubair,Shankar, Rajesh,Sharma, Nidhi,Sharma, Sharad,Shinde, Vikas,Sindkhedkar, Milind,Singh, Minakshi,Sinha, Neelima,Tamane, Kaustubh,Venugopal, Spinvin,Vishwase, Gururaj,Wagh, Akshaya,Yeshodharan, Rajesh. "Discovery of a Novel Potent and Selective Calcium Release-Activated Calcium Channel Inhibitor: 2,6-Difluoro- N-(2′-methyl-3′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)benzamide. Structure-Activity Relationship and Preclinical Characterization". . p. 17004 - 17030. Retrieved 2021/12/09.
• 3、 Balazs, Amber,Barratt, Derek,Bista, Michal,Chuba, Matthew D.,Cosulich, Sabina,Critchlow, Susan E.,Degorce, Sébastien L.,Di Fruscia, Paolo,Edmondson, Scott D.,Embrey, Kevin,Fawell, Stephen,Ghosh, Avipsa,Gill, Sonja J.,Gunnarsson, Anders,Hande, Sudhir M.,Heightman, Tom D.,Hemsley, Paul,Illuzzi, Giuditta,Johannes, Jeffrey W.,Lane, Jordan,Larner, Carrie,Leo, Elisabetta,Liu, Lina,Madin, Andrew,Martin, Scott,McWilliams, Lisa,O'Connor, Mark J.,Orme, Jonathan P.,Pachl, Fiona,Packer, Martin J.,Pei, Xiaohui,Pike, Andrew,Schimpl, Marianne,She, Hongyao,Staniszewska, Anna D.,Talbot, Verity,Underwood, Elizabeth,Varnes, Jeffrey G.,Xue, Lin,Yao, Tieguang,Zhang, Andrew X.,Zhang, Ke,Zheng, Xiaolan. "Discovery of 5-{4-[(7-Ethyl-6-oxo-5,6-dihydro-1,5-naphthyridin-3-yl)methyl]piperazin-1-yl}- N-methylpyridine-2-carboxamide (AZD5305): A PARP1-DNA Trapper with High Selectivity for PARP1 over PARP2 and Other PARPs". supporting information. p. 14498 - 14512. Retrieved 2021/10/20.