HCID 22344940, compound → HCID 22344933, compound

HRID 432934Notes

Reaction equation

HRID 432934 reaction equation
C([O:8][CH2:9][C:10]([NH:12][C:13]1[CH:34]=[C:33]([CH3:35])[C:16]([O:17][C:18]2[CH:19]=[CH:20][C:21]([OH:32])=[C:22]([CH:31]=2)[C:23]([N:25]([CH:27]2[CH2:30][CH2:29][CH2:28]2)[CH3:26])=[O:24])=[C:15]([CH3:36])[CH:14]=1)=[O:11])C1C=CC=CC=1>CCOC(C)=O.[Pd]>[CH:27]1([N:25]([CH3:26])[C:23](=[O:24])[C:22]2[CH:31]=[C:18]([O:17][C:16]3[C:15]([CH3:36])=[CH:14][C:13]([NH:12][C:10](=[O:11])[CH2:9][OH:8])=[CH:34][C:33]=3[CH3:35])[CH:19]=[CH:20][C:21]=2[OH:32])[CH2:30][CH2:29][CH2:28]1

Participants

4

Reactant 1

HCID 22344940HCID 22344940, compound

Product 1

HCID 22344933HCID 22344933, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 5-[4-(2-benzyloxy-acetylamino)-2,6-dimethyl-phenoxy]-N-cyclobutyl-2-hydroxy-N-methyl -benzamide (50 mg) in EtOAc (2.0 mL) was added catalyst 10% Pd/C (10 mg). The reaction mixture was hydrogenated under 50 psi at room temperature for 2 h. The catalyst was removed by filtration and the filtrate was concentrated to give the title compound of Step B and Example 9 (40 mg) as a white solid. MS (APCl−) Calc.: 398.2, Found: 397.2 (M−1).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-ab8bedf664804b869d9f1066e4cc671c
Source dataset
uspto-grants-2003_12
Patent number
US06664291B2

Reaction notes

Loading…