2-Chloro-6-methylpyrazine

Base Information

• Chemical Name: 2-Chloro-6-methylpyrazine
• CAS No.: 38557-71-0
• Molecular Formula: C5H5ClN2
• Molecular Weight: 128.561
• Hs Code.: 29339900
• European Community (EC) Number: 690-445-2
• DSSTox Substance ID: DTXSID60428246
• Nikkaji Number: J419.509D
• Wikidata: Q72454744
• Mol file: 38557-71-0.mol

Synonyms:2-Chloro-6-methylpyrazine;38557-71-0;2-Chloro-6-methyl-pyrazine;Pyrazine, 2-chloro-6-methyl-;MFCD00055032;2-Chloro-6-methylpyrazine, AldrichCPR;2-Methyl-6-chloropyrazine;2-chloro-6 methylpyrazine;6-Methyl-2-chloropyrazine;SCHEMBL238833;2-chloranyl-6-methyl-pyrazine;CKUVSPQGYLELRG-UHFFFAOYSA-;DTXSID60428246;BCP04702;AKOS005145566;AB02267;AC-3332;AC-4622;CS-W000350;PS-6268;SY018894;A6524;AM20070350;C2777;FT-0601985;EN300-73646;A824191;J-508974;Z1162448376;InChI=1/C5H5ClN2/c1-4-2-7-3-5(6)8-4/h2-3H,1H3

Chemical Property of 2-Chloro-6-methylpyrazine

Chemical Property:

• Melting Point: 49-52 °C
• Boiling Point: 173.612 °C at 760 mmHg
• PKA: -0.89±0.10(Predicted)
• Flash Point: 73.337 °C
• PSA: 25.78000
• Density: 1.235 g/cm³
• LogP: 1.43840
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.0141259
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-6-methylpyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; Xn
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=CC(=N1)Cl
• Uses: 2-Chloro-6-methylpyrazine was used in the synthesis of palm site inhibitors of HCV NS5B polymerase and potent dipeptidyl peptidase IV inhibitors.

Technology Process of 2-Chloro-6-methylpyrazine

There total 2 articles about 2-Chloro-6-methylpyrazine 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:

4-methyl-1H-imidazole (822-36-6) + chloroform (67-66-3,8013-54-5) → 2-chloro-6-methylpyrazine (38557-71-0) + 4-methyl-6-chloropyrimidine (3435-25-4) + 2-chloro-5-methyl-pyrazine (59303-10-5) + 5-chloro-4-methylpyrimidine (54198-82-2)

Guidance literature:

at 550 ℃; Yield given. Yields of byproduct given;

DOI:10.1039/P19800001427

Reference yield:

2-Methylpyrazine (109-08-0) → 2-chloro-6-methylpyrazine (38557-71-0) + 2-chloro-5-methyl-pyrazine (59303-10-5) + 2-chloro-3-methylpyrazine (95-58-9)

Guidance literature:

With chlorine; triethylamine; In 1,2-dichloro-ethane; at 45 - 60 ℃; for 4.5h; under 150.015 - 225.023 Torr; Large scale;

Reference yield: 99.0%

2-chloro-6-methylpyrazine (38557-71-0) + 4-methylphenylboronic acid (5720-05-8) → 2-methyl-6-(p-tolyl)pyrazine

Guidance literature:

2-chloro-6-methylpyrazine; 4-methylphenylboronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; toluene; at 95 ℃; for 0.166667h; Inert atmosphere;

With potassium fluoride dihydrate; In water; toluene; at 95 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01190

upstream raw materials:

4-methyl-1H-imidazole

chloroform

2-Methylpyrazine

Downstream raw materials:

6-methylpyrazin-2-amine

2-methoxyl-6-methylpyrazine

6-methyl-2(1H)-pyrazinone 4-oxide

2-hydrazino-6-methylpyrazine

Refernces

• 1、 Busby, Reginald E.,Khan, Mohammad A.,Khan, Mohammad R.,Parrick, John,Shaw, C. J. Granville,Iqbal, Mohammad. "Reactions of Halogenomethanes in the Vapor Phase. Part 4. The Reactions of Imidazoles with Chloroform at 550 deg C, and a Comparison with their Liquid-phase Reactions with Trichloroacetate Ion or Hexachloroacetone and Base". . p. 1427 - 1430. Retrieved 2007/10/02.