Ethanol → HCID 56645599, compound

HRID 876887Notes

Reaction equation

HRID 876887 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[CH:9]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:7]([C:16]3[CH:21]=[CH:20][C:19]([C:22]4([NH2:26])[CH2:25][CH2:24][CH2:23]4)=[CH:18][CH:17]=3)=[N:6][N:5]2[C:27]=1[CH:28]=[CH2:29].C(O)C>C(OCC)(=O)C.[Pd]>[CH2:28]([C:27]1[N:5]2[N:6]=[C:7]([C:16]3[CH:17]=[CH:18][C:19]([C:22]4([NH2:26])[CH2:23][CH2:24][CH2:25]4)=[CH:20][CH:21]=3)[C:8]([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=3)=[CH:9][C:4]2=[N:3][C:2]=1[CH3:1])[CH3:29]

Participants

5

Reactant 2

HCID 702EthanolHCID 56645598HCID 56645598, compound

Product 1

HCID 56645599HCID 56645599, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

14.3 mg (0.04 mmol) 1-[4-(2-Methyl-7-phenyl-3-vinyl-imidazo[1,2-b]pyridazin-6-yl)-phenyl]-cyclobutylamine, example 12, were given in five mL ethyl acetate (no complete dissolution). After addition of a catalytic amount of palladium/charcoal (10%) the reaction mixture was stirred under a hydrogen atmosphere for three hours. Due to an incomplete reaction one mL ethanol was added and stirring was continued over night. The catalyst was sucked off via a glass fibre filter and washed with ethanol. After evaporation of the solvents 11.9 mg (66.2%) of the title compound were obtained which were slightly contaminated.

Workup

  1. dissolutionno complete dissolution)
  2. additionwas added
  3. stirringstirring
  4. waitwas continued over night
  5. filtrationfilter
  6. washwashed with ethanol
  7. customAfter evaporation of the solvents 11.9 mg (66.2%) of the title compound
  8. customwere obtained which

Sources & evidence

ORD record
ord-24078c4e289647c58d9b0236aeea0342
Source dataset
uspto-grants-2015_03
Patent number
US08987273B2

Reaction notes

Loading…