HCID 68870071, compound → HCID 68867285, compound

HRID 1985207Notes

Reaction equation

HRID 1985207 reaction equation
[CH2:1]([O:3][C:4](=[O:42])[C:5]([CH3:41])([O:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]=[CH:14][CH2:15][CH:16]2[CH2:20][N:19]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=3)[C:18](=[O:32])[N:17]2[CH3:33])=[CH:9][CH:8]=1)[CH3:2]>CCOC(C)=O.[Pd]>[CH2:1]([O:3][C:4](=[O:42])[C:5]([CH3:41])([O:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][CH:16]2[CH2:20][N:19]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:30])[F:31])=[CH:24][CH:23]=3)[C:18](=[O:32])[N:17]2[CH3:33])=[CH:9][CH:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 68870071HCID 68870071, compound

Product 1

HCID 68867285HCID 68867285, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2-methyl-3-(4-{3-[3-methyl-2-oxo-1-(4-trifluoromethyl-benzyl)-imidazolidin-4-yl]-propenyl}-phenyl)-2-phenoxy-propionic acid ethyl ester (0.069 g, 0.119 mmol) and 10% Pd/C (70 mg) in EtOAc (50 mL) is purged with N2 then H2 and then stirred under a H2 balloon at room temperature for 2 h. The reaction mixture is filtered through hyflo and the solvent removed in vacuo to afford 0.069 g (100%) 2-methyl-3-(4-{3-[3-methyl-2-oxo-1-(4-trifluoromethyl-benzyl)-imidazolidin-4-yl]-propyl}-phenyl)-2-phenoxy-propionic acid ethyl ester. 1H NMR. MS (ES+) Calc'd for C33H38N2O4F3 (M+1) 583. Found m/z 583 (100%).

Workup

  1. customis purged with N2
  2. filtrationThe reaction mixture is filtered through hyflo
  3. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-d97251ce730b4102b98deb8279fcbe62
Source dataset
uspto-grants-2009_06
Patent number
US07544812B2

Reaction notes

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