Butanedione → HCID 20211989, compound

HRID 1285137Notes

Reaction equation

HRID 1285137 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][C:18]([C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)=[O:19])[CH2:11][CH2:10]2)[N:3]=1.[CH3:27][C:28](=O)[C:29](=O)[CH3:30]>CO>[CH3:27][C:28]1[N:8]=[C:7]2[CH:6]=[CH:5][C:4]([N:9]3[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][C:18]([C:20]4[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=4)=[O:19])[CH2:11][CH2:10]3)=[N:3][C:2]2=[N:1][C:29]=1[CH3:30]

Participants

4

Reactant 2

HCID 650ButanedioneHCID 20211979HCID 20211979, compound

Product 1

HCID 20211989HCID 20211989, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

9 g 4-[4-(2,3-Diamino-pyridin-6-yl)-1-piperazinyl]-1-(4-fluorophenyl)-1-butanone and 2.6 g butane-2,3-dione in 250 ml methanol are stirred under reflux for 1 hour. The solvent is evaporated. The residue is dissolved in hot ethyl acetate and treated with active charcoal, filtered and cooled to give the title compound, m.p. 155°-156°.

Workup

  1. temperatureunder reflux for 1 hour
  2. customThe solvent is evaporated
  3. dissolutionThe residue is dissolved in hot ethyl acetate
  4. additiontreated with active charcoal
  5. filtrationfiltered
  6. temperaturecooled

Sources & evidence

ORD record
ord-8e1be6ddf47748b38eac07dbcefd3e32
Source dataset
uspto-grants-1986_01
Patent number
US04565816

Reaction notes

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