Potassium Carbonate → HCID 178509522, compound

HRID 1842479Notes

Reaction equation

HRID 1842479 reaction equation
[NH:1]1[CH2:4][CH:3]([C:5]2[NH:9][C:8]3[CH:10]=[CH:11][C:12]([C:14]#[N:15])=[CH:13][C:7]=3[N:6]=2)[CH2:2]1.[Cl:16][C:17]1[C:22](Cl)=[N:21][CH:20]=[CH:19][N:18]=1.C([O-])([O-])=O.[K+].[K+]>CC#N>[Cl:16][C:17]1[C:22]([N:1]2[CH2:4][CH:3]([C:5]3[NH:9][C:8]4[CH:10]=[CH:11][C:12]([C:14]#[N:15])=[CH:13][C:7]=4[N:6]=3)[CH2:2]2)=[N:21][CH:20]=[CH:19][N:18]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 785752,3-DichloropyrazineHCID 178509521HCID 178509521, compound

Product 1

HCID 178509522HCID 178509522, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

The mixture of 2-azetidin-3-yl-1H-benzoimidazole-5-carbonitrile (1.7 g, 8.8 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 partitioned between DCM and H2O. The organic layer was dried over Na2SO4, and concentrated to give the desired compound (1.4 g, 65%). The crude product was used in the next step without further purification.

Workup

  1. concentrationit was concentrated
  2. custompartitioned between DCM and H2O
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-ca5a8efbe4a1473aaf883bd1fdda0255
Source dataset
uspto-grants-2015_02
Patent number
US08946230B2

Reaction notes

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