Potassium Carbonate → HCID 22036329, compound

HRID 1789737Notes

Reaction equation

HRID 1789737 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[N:6][CH:5]=[CH:4][N:3]=1.[CH2:9]([N:16]1[CH2:21][CH2:20][NH:19][CH:18]([CH3:22])[CH2:17]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C.CCOCC>[Cl:8][C:7]1[C:2]([N:19]2[CH2:20][CH2:21][N:16]([CH2:9][C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:17][CH:18]2[CH3:22])=[N:3][CH:4]=[CH:5][N:6]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 785752,3-DichloropyrazineHCID 27275201-Benzyl-3-methylpiperazine

Product 1

HCID 22036329HCID 22036329, compoundYield 28%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
115 °C

Procedure

A mixture of 2,3-dichloropyrazine (0.332 g, 2.23 mmol), 1-benzyl-3-methylpiperazine* (0.423 g, 2.23 mmol), and K2CO3 (0.339 g, 2.45 mmol) in acetonitrile (2.5 mL) was stirred at 115° C. for 17 h in a sealed tube. The reaction mixture was diluted with ether, filtered, and concentrated. The brownish oily residue was purified by chromatography on silica gel using n-hexane/EtOAc (7:3) as eluent to give 0.19 g (28%) of the title product as a viscous oil that was sufficiently pure for the next step.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customThe brownish oily residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-af344c9d341d4a51a1ab9241831ef034
Source dataset
uspto-grants-2006_07
Patent number
US07071180B2

Reaction notes

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