HCID 67182485, compound → HCID 67181417, compound

HRID 84019Notes

Reaction equation

HRID 84019 reaction equation
[CH3:1][C:2]1([CH3:35])[O:6][C@@H:5]2[O:7][C@H:8](/[CH:23]=[CH:24]/[C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=3)[C@H:9]([CH2:10][CH2:11][N:12]3[C:20](=[O:21])[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[C:13]3=[O:22])[C@@H:4]2[O:3]1>[Pd].C(OCC)(=O)C>[CH3:1][C:2]1([CH3:35])[O:6][C@@H:5]2[O:7][C@H:8]([CH2:23][CH2:24][C:25]3[CH:26]=[CH:27][C:28]([C:31]([F:34])([F:32])[F:33])=[CH:29][CH:30]=3)[C@H:9]([CH2:10][CH2:11][N:12]3[C:20](=[O:21])[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[C:13]3=[O:22])[C@@H:4]2[O:3]1

Participants

4

Reactant 1

HCID 67182485HCID 67182485, compound

Product 1

HCID 67181417HCID 67181417, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

10% Palladium on charcoal (0.2 g) was added to the solution of compound obtained from step d above (0.25 g) in ethyl acetate (20 mL) at room temperature, and the reaction mixture was hydrogenated at 50 psi for 4 hours in a Paar apparatus. The reaction mixture was filtered through a celite pad, and the residue was washed with methanol. The filtrate was concentrated to afford the title compound (0.225 g).

Workup

  1. filtrationThe reaction mixture was filtered through a celite pad
  2. washthe residue was washed with methanol
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-5f8f33eb3dba47e088ea36d599b7628f
Source dataset
uspto-grants-2014_09
Patent number
US08846910B2

Reaction notes

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