2-Chloro-5-(trifluoromethyl)pyrazine

Base Information

• Chemical Name: 2-Chloro-5-(trifluoromethyl)pyrazine
• CAS No.: 799557-87-2
• Molecular Formula: C5H2ClF3N2
• Molecular Weight: 182.532
• Hs Code.: 2933990090
• European Community (EC) Number: 694-776-3
• DSSTox Substance ID: DTXSID90597156
• Wikidata: Q82492652
• Mol file: 799557-87-2.mol

Synonyms:2-CHLORO-5-(TRIFLUOROMETHYL)PYRAZINE;799557-87-2;5-Chloro-2-trifluoromethylpyrazine;MFCD13189478;Pyrazine, 2-chloro-5-(trifluoromethyl)-;SCHEMBL608221;AMY6371;DTXSID90597156;2-Chloro-5-trifluoromethylpyrazine;2-chloro-5-trifluoromethyl-pyrazine;BBL103873;GEO-04126;STL557683;AKOS005259834;AB68489;LL-0741;SY108008;DB-355776;2-Chloro-5-(trifluoromethyl)pyrazine, 97%;CS-0059251;EN300-98815;F16099;A864774;J-508799;Z1201627064

Chemical Property of 2-Chloro-5-(trifluoromethyl)pyrazine

Chemical Property:

• Refractive Index: n20/D 1.448
• Boiling Point: 85℃/112mm
• PKA: -4.55±0.10(Predicted)
• Flash Point: 66°C
• PSA: 25.78000
• Density: 1.478g/mLat 25℃
• LogP: 2.14880
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 181.9858603
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-5-(trifluoromethyl)pyrazine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=CC(=N1)Cl)C(F)(F)F
• Uses: 2-Chloro-5-(trifluoromethyl)pyrazine is used in preparation of N-hydroxypyridine-2-carboxamide, N-hydroxypyridazine-3-carboxamide, and N-hydroxypyrimidine-2-carboxamide derivatives as dihydroceramide desaturase-1 inhibitors.

Technology Process of 2-Chloro-5-(trifluoromethyl)pyrazine

There total 2 articles about 2-Chloro-5-(trifluoromethyl)pyrazine 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: 90.0%

5-chloropyrazinoic acid (36070-80-1) → 2-chloro-5-(trifluoromethyl)-pyrazine (799557-87-2)

Guidance literature:

With sulfur tetrafluoride; hydrogen fluoride; at -40 - 80 ℃; for 6h; Temperature; Autoclave;

Reference yield:

5-(trifluoromethyl)-pyrazin-2(1H)-one (134510-03-5) → 2-chloro-5-(trifluoromethyl)-pyrazine (799557-87-2)

Guidance literature:

5-(trifluoromethyl)-pyrazin-2(1H)-one; With sulfuric acid; trichlorophosphate; for 3h; Heating / reflux;

With sodium hydrogencarbonate; In water; at 0 ℃;

Reference yield: 97.5%

2-chloro-5-(trifluoromethyl)-pyrazine (799557-87-2) + 4,4,5,5-tetramethyl-2-(3-methyl-4-((R)-1-((2R,3R,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)allyl)phenyl)-1,3,2-dioxaborolane → 2-(3-methyl-4-((R)-1-((2R,3R,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)allyl)phenyl)-5-(trifluoromethyl)pyrazine

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; at 25 - 80 ℃; for 1h; Inert atmosphere;

upstream raw materials:

5-(trifluoromethyl)-pyrazin-2(1H)-one

5-chloropyrazinoic acid

Downstream raw materials:

[3-(5-trifluoromethylpyrazin-2-yl)benzyl]carbamic acid tert-butyl ester

[3-[5-(trifluoromethyl)pyrazin-2-yl]phenyl]methylamine

2-[(4-fluorobenzenesulfonyl)(isopropyl)amino]-N-[3-(5-trifluoromethylpyrazin-2-yl)benzyl]acetamide

Refernces

• 1、 -. "SUBSTITUTED PIPERIDINES AS HISTAMINE H3 RECEPTOR LIGANDS". Page/Page column 26. . Retrieved 2010/02/10.