Potassium Carbonate → HCID 54591957, compound

HRID 1619950Notes

Reaction equation

HRID 1619950 reaction equation
[CH2:1]([CH:3]1[C:8]([C:9]2[CH:24]=[CH:23][C:12]3[N:13]=[C:14]([C:16]4[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=4)[O:15][C:11]=3[CH:10]=2)=[N:7][NH:6][C:5](=[O:25])[CH2:4]1)[CH3:2].Cl[CH2:27][C:28]1[N:33]=[CH:32][CH:31]=[CH:30][N:29]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:1]([CH:3]1[C:8]([C:9]2[CH:24]=[CH:23][C:12]3[N:13]=[C:14]([C:16]4[CH:21]=[CH:20][C:19]([O:22][CH2:27][C:28]5[N:33]=[CH:32][CH:31]=[CH:30][N:29]=5)=[CH:18][CH:17]=4)[O:15][C:11]=3[CH:10]=2)=[N:7][NH:6][C:5](=[O:25])[CH2:4]1)[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 128773712-(Chloromethyl)pyrimidineHCID 1360889275-ethyl-6-[2-(4-hydroxy-phenyl)-benzoxazol-6-yl]-4,5-dihydro-2H-pyridazin-3-one

Product 1

HCID 54591957HCID 54591957, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

40 mg (119 μmol) 5-ethyl-6-[2-(4-hydroxy-phenyl)-benzoxazol-6-yl]-4,5-dihydro-2H-pyridazin-3-one, 23.5 mg (142 μmol) 2-(chloromethyl)-pyrimidine, 50 mg (362 μmol) potassium carbonate and 2 ml DMF are together heated to 80° C. for 2.5 h. Then the mixture is extracted with 10% sodium carbonate solution and EA. The org. phase is washed with sat. saline solution, dried on sodium sulphate and then the solv. is totally eliminated i.V. The residue is recrystallised from cyclohexane/EA.

Workup

  1. extractionThen the mixture is extracted with 10% sodium carbonate solution and EA
  2. washphase is washed with sat. saline solution
  3. customdried on sodium sulphate
  4. customThe residue is recrystallised from cyclohexane/EA

Sources & evidence

ORD record
ord-207cd0cd583c4cbea0a43cd591b76ad5
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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