Dimethylformamide → HCID 67467325, compound

HRID 1620014Notes

Reaction equation

HRID 1620014 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].Br[CH:27]([CH3:33])[CH:28]([O:31][CH3:32])[O:29][CH3:30].C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>CC(=O)OCC>[CH3:30][O:29][CH:28]([O:31][CH3:32])[CH:27]([CH3:33])[O:22][C:19]1[CH:20]=[CH:21][C:16]([C:14]2[O:15][C:11]3[CH:10]=[C:9]([C:8]4[CH:3]([CH2:1][CH3:2])[CH2:4][C:5](=[O:25])[NH:6][N:7]=4)[CH:24]=[CH:23][C:12]=3[N:13]=2)=[CH:17][CH:18]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 122930102-Bromo-1,1-dimethoxypropaneHCID 136088927HCID 136088927, compound

Product 1

HCID 67467325HCID 67467325, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

146 mg (435 μmol) 5-ethyl-6-[2-(4-hydroxy-phenyl)-benzoxazol-6-yl]-4,5-dihydro-2H-pyridazin-3-one, 910 mg (4.89 mmol) 2-bromo-1,1-dimethoxy-propane, 720 mg (5.21 mmol) potassium carbonate and 5 ml DMF are stirred overnight at 150° C. under protective gas. Then the mixture is diluted with EA, and extracted with 10% sodium carbonate solution and then with sat. saline solution. The solv. of the org. phase is eliminated i.V. The residue is purified on silica gel (eluant: DCM/methanol)

Workup

  1. extractionextracted with 10% sodium carbonate solution
  2. customThe residue is purified on silica gel (eluant: DCM/methanol)

Sources & evidence

ORD record
ord-8ab53c20d0c24f74988f036023e223dc
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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