Potassium Carbonate → HCID 178509516, compound

HRID 1842483Notes

Reaction equation

HRID 1842483 reaction equation
[NH:1]1[CH2:5][CH2:4][CH:3]([C:6]2[NH:10][C:9]3[CH:11]=[CH:12][C:13]([C:15]#[N:16])=[CH:14][C:8]=3[N:7]=2)[CH2:2]1.[Cl:17][C:18]1[C:23](Cl)=[N:22][CH:21]=[CH:20][N:19]=1.C([O-])([O-])=O.[K+].[K+]>CC#N>[Cl:17][C:18]1[C:23]([N:1]2[CH2:5][CH2:4][CH:3]([C:6]3[NH:10][C:9]4[CH:11]=[CH:12][C:13]([C:15]#[N:16])=[CH:14][C:8]=4[N:7]=3)[CH2:2]2)=[N:22][CH:21]=[CH:20][N:19]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 785752,3-DichloropyrazineHCID 178509513HCID 178509513, compound

Product 1

HCID 178509516HCID 178509516, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

The mixture of 2-pyrrolidin-3-yl-1H-benzoimidazole-5-carbonitrile (2 g, 9.43 mmol), 2,3-dichloro-pyrazine (1.43 g, 9.7 mmol) and K2CO3 (2.4 g, 17.6 mmol) in CH3CN (20 mL) was heated to 80° C. for 10 h, then it was concentrated and washed with DCM and H2O, the organic layer was dried over Na2SO4, and concentrated to give the desired compound (1.5 g, 79%). The crude product was used in the next step without further purification.

Workup

  1. concentrationit was concentrated
  2. washwashed with DCM and H2O
  3. dry with materialthe organic layer was dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-b84295b74ff3465a8cecbcba15ffc787
Source dataset
uspto-grants-2015_02
Patent number
US08946230B2

Reaction notes

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