HCID 69557136, compound → HCID 69556741, compound

HRID 479153Notes

Reaction equation

HRID 479153 reaction equation
[CH2:1]([O:3][C:4](=[O:32])/[C:5](/[O:29][CH2:30][CH3:31])=[CH:6]/[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][C:16]2[N:17]=[C:18]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[O:19][C:20]=2[CH3:21])=[CH:9][C:8]=1[CH3:28])[CH3:2]>CO.C1COCC1.CC(O)=O.[Pd]>[CH2:1]([O:3][C:4](=[O:32])[CH:5]([O:29][CH2:30][CH3:31])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][C:16]2[N:17]=[C:18]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[O:19][C:20]=2[CH3:21])=[CH:9][C:8]=1[CH3:28])[CH3:2]

Participants

6

Reactant 1

HCID 69557136HCID 69557136, compound

Product 1

HCID 69556741HCID 69556741, compoundYield 95%

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 400 mg of 2Z-ethoxy-3-{2-methyl-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-acrylic acid ethyl ester and 98 mg of Pd/C (10%) in 8 ml of MeOH, 2 ml of THF and 0.5 ml of AcOH was hydrogenated at 22° C./1 bar overnight. The suspension was filtered, the filtrate evaporated and dried to give 380 mg (95%) of the title compound as colourless oil.

Workup

  1. customwas hydrogenated at 22° C.
  2. custom1 bar overnight
  3. filtrationThe suspension was filtered
  4. customthe filtrate evaporated
  5. customdried

Sources & evidence

ORD record
ord-48e1ab7344604d75b4aba3e945916b87
Source dataset
uspto-grants-2003_11
Patent number
US06642389B2

Reaction notes

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