Potassium Carbonate → HCID 178478362, compound

HRID 1842477Notes

Reaction equation

HRID 1842477 reaction equation
[CH:1]1([C:4]2[CH:18]=[CH:17][C:7]3[NH:8][C:9]([CH:11]4[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]4)=[N:10][C:6]=3[CH:5]=2)[CH2:3][CH2:2]1.[Cl:19][C:20]1[C:25](Cl)=[N:24][CH:23]=[CH:22][N:21]=1.C([O-])([O-])=O.[K+].[K+]>CC#N>[Cl:19][C:20]1[C:25]([N:14]2[CH2:13][CH2:12][CH:11]([C:9]3[NH:8][C:7]4[CH:17]=[CH:18][C:4]([CH:1]5[CH2:2][CH2:3]5)=[CH:5][C:6]=4[N:10]=3)[CH2:16][CH2:15]2)=[N:24][CH:23]=[CH:22][N:21]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 785752,3-DichloropyrazineHCID 178419857HCID 178419857, compound

Product 1

HCID 178478362HCID 178478362, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

The mixture of 5-cyclopropyl-2-piperidin-4-yl-1H-benzoimidazole (98 mg, 0.41 mmol), 2,3-dichloro-pyrazine (74 mg, 0.5 mmol) and K2CO3 (115 mg, 0.83 mmol) in CH3CN (15 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 2-[1-(3-chloro-pyrazin-2-yl)-piperidin-4-yl]-5-cyclopropyl-1H-benzo imidazole (88 mg, 65%).

Workup

  1. concentrationThen it 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-9d3f9c80e4cd4daca4b01d6cd069585a
Source dataset
uspto-grants-2015_02
Patent number
US08946230B2

Reaction notes

Loading…