HCID 18385299, compound → HCID 18385308, compound

HRID 2298241Notes

Reaction equation

HRID 2298241 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:20]2[C:15](=[CH:16][C:17]([F:21])=[CH:18][CH:19]=2)[C:14]([N:22]2[C:26]([C:27]3[C:35]4[C:30](=[CH:31][C:32]([O:36]CC5C=CC=CC=5)=[CH:33][CH:34]=4)[N:29]([CH3:44])[CH:28]=3)=[N:25][NH:24][C:23]2=[O:45])=[CH:13]1>CO.[Pd]>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:20]2[C:15](=[CH:16][C:17]([F:21])=[CH:18][CH:19]=2)[C:14]([N:22]2[C:26]([C:27]3[C:35]4[C:30](=[CH:31][C:32]([OH:36])=[CH:33][CH:34]=4)[N:29]([CH3:44])[CH:28]=3)=[N:25][NH:24][C:23]2=[O:45])=[CH:13]1

Participants

4

Reactant 1

HCID 18385299HCID 18385299, compound

Product 1

HCID 18385308HCID 18385308, compoundYield 69.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The compound obtained in Example 63 (176 mg, 0.28 mmol) was dissolved in methanol (100 mL) and palladium (10 wt. % on activated charcoal, 200 mg) was added. The mixture was hydrogenated at ambient temperature at 60 psi over night, filtered through Celite® and concentrated in vacuo. The residue was purified by HPLC and lyophilized to give the title compound (104 mg, 69%).

Workup

  1. waitThe mixture was hydrogenated at ambient temperature at 60 psi over night
  2. filtrationfiltered through Celite®
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-b8f3d5411d164a15a141f5b5f8cb2b97
Source dataset
uspto-grants-2002_12
Patent number
US06492406B1

Reaction notes

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