HCID 59838042, compound → HCID 59838059, compound

HRID 735542Notes

Reaction equation

HRID 735542 reaction equation
C([N:8](CC1C=CC=CC=1)[C:9]1[CH:10]=[C:11]2[C:16](=[C:17]([F:19])[CH:18]=1)[C:15]([N:20]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[N:14][CH:13]=[CH:12]2)C1C=CC=CC=1>[OH-].[Pd+2].[OH-].C(O)C>[C:31]([O:30][C:28]([N:20]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[C:15]1[C:16]2[C:11](=[CH:10][C:9]([NH2:8])=[CH:18][C:17]=2[F:19])[CH:12]=[CH:13][N:14]=1)=[O:29])([CH3:34])([CH3:33])[CH3:32]

Participants

4

Reactant 1

HCID 59838042HCID 59838042, compound

Product 1

HCID 59838059HCID 59838059, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A mixture of 19G (77 mg, 0.14 mmol), 20% palladium(II) hydroxide on carbon (94 mg) and ethanol (20 mL) was hydrogenated (55 psi) for 4 h. The reaction mixture was filtered and concentrated under reduced pressure to give 19H (47 mg, 90%) as a yellow solid. LC-MS m/z: 378.3 (M+H)+.

Workup

  1. customfor 4 h
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated under reduced pressure
  4. customto give 19H (47 mg, 90%) as a yellow solid

Sources & evidence

ORD record
ord-d98c8b61ff6b4d44b5bf2cd4cc3046be
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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