HCID 86630678, compound → HCID 86630679, compound

HRID 1915571Notes

Reaction equation

HRID 1915571 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 is dissolved in 10 ml THF and 10 ml ethanol. Pd/C (10% w/w) is added and stirred under H2-atmosphere at room temperature for 1.5 h. The mixture is filtrated over kieselgur. The filtrate is concentrated and the residue is purified by chromatography on silica gel (dichloromethane/ethyl acetate) to yield the desired compound.

Workup

  1. filtrationThe mixture is filtrated over kieselgur
  2. concentrationThe filtrate is concentrated
  3. customthe residue is purified by chromatography on silica gel (dichloromethane/ethyl acetate)

Sources & evidence

ORD record
ord-f4334fb19e9545739fe6e3d525c29a6c
Source dataset
uspto-grants-2013_12
Patent number
US08614218B2

Reaction notes

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