HCID 178418361, compound → HCID 178451292, compound

HRID 2078336Notes

Reaction equation

HRID 2078336 reaction equation
[OH:1][C:2]1[C:3]([CH3:33])([CH3:32])[C:4]2[C:9]([C:10](=[O:23])[C:11]=1[C:12]([NH:14][CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[O:13])=[CH:8][CH:7]=[C:6](/[CH:24]=[CH:25]/[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH:5]=2.[H][H]>CCO.[Pd]>[OH:1][C:2]1[C:3]([CH3:33])([CH3:32])[C:4]2[C:9]([C:10](=[O:23])[C:11]=1[C:12]([NH:14][CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[O:13])=[CH:8][CH:7]=[C:6]([CH2:24][CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[CH:5]=2

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178451289HCID 178451289, compound

Product 1

HCID 178451292HCID 178451292, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(E)-tert-butyl 2-(2-hydroxy-1,1-dimethyl-4-oxo-7-styryl-1,4-dihydronaphthalene-3-carboxamido)acetate (150 mg, 335 μmol, Example 108) was dissolved in EtOH (3352 μL). Palladium (10% on carbon, 35.7 mg, 335 μmol) was added, and the reaction mixture was placed under one atmosphere of hydrogen with a balloon for 2 hours. The reaction mixture was filtered through a pad of Celite, washed with DCM, and concentrated to give the title compound.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of Celite
  2. washwashed with DCM
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-dba3369627c3421ca4e71b9c82b305ae
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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