HCID 86630678, compound → HCID 86630679, compound

HRID 1851204Notes

Reaction equation

HRID 1851204 reaction equation
[C:1]1([C:7]2[C:8]([C:18]3[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=3)=[N:9][C:10]3[N:11]([N:13]=[CH:14][C:15]=3[CH:16]=[CH2:17])[CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C1COCC1.C(O)C.[Pd]>[CH2:16]([C:15]1[CH:14]=[N:13][N:11]2[CH:12]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:8]([C:18]3[CH:19]=[CH:20][C:21]([CH:22]=[O:23])=[CH:24][CH:25]=3)=[N:9][C:10]=12)[CH3:17]

Participants

5

Reactant 1

HCID 86630678HCID 86630678, compound

Product 1

HCID 86630679HCID 86630679, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

275 mg 4-(6-phenyl-3-vinylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehyde was dissolved in 10 mL THF and 10 mL ethanol. Pd/C (10% w/w) was added and stirred under H2-atmosphere at room temperature for 1.5 h. The mixture was filtered through Celite. The filtrate was concentrated and the residue was purified by chromatography on silica gel (dichloromethane/ethyl acetate) to yield the desired compound.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationThe filtrate was concentrated
  3. customthe residue was purified by chromatography on silica gel (dichloromethane/ethyl acetate)

Sources & evidence

ORD record
ord-02ed674dfe2e4423b6301a4e4e2e5fff
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

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