HCID 59803850, compound → HCID 59803901, compound

HRID 1098443Notes

Reaction equation

HRID 1098443 reaction equation
C([O:8][C:9]1[C:34]([F:35])=[CH:33][C:12]([CH2:13][C:14]2[C:22]3[C:17](=[N:18][CH:19]=[CH:20][CH:21]=3)[N:16]([Si:23]([CH:30]([CH3:32])[CH3:31])([CH:27]([CH3:29])[CH3:28])[CH:24]([CH3:26])[CH3:25])[CH:15]=2)=[C:11]([F:36])[CH:10]=1)C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[F:35][C:34]1[CH:33]=[C:12]([CH2:13][C:14]2[C:22]3[C:17](=[N:18][CH:19]=[CH:20][CH:21]=3)[N:16]([Si:23]([CH:27]([CH3:29])[CH3:28])([CH:30]([CH3:31])[CH3:32])[CH:24]([CH3:25])[CH3:26])[CH:15]=2)[C:11]([F:36])=[CH:10][C:9]=1[OH:8]

Participants

4

Reactant 1

HCID 59803850HCID 59803850, compound

Product 1

HCID 59803901HCID 59803901, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To 3-(4-Benzyloxy-2,5-difluoro-benzyl)-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (602, 0.70 g, 0.0014 mol) in methanol (30.0 mL) was added 50% palladium hydroxide on carbon (0.1 g) under an atmosphere of hydrogen. The reaction was stirred at room temperature overnight. The reaction was filtered and concentrated to give a colorless oil (603, 0.47 g, 82.0%).

Workup

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated
  3. customto give a colorless oil (603, 0.47 g, 82.0%)

Sources & evidence

ORD record
ord-fe4da85c07eb442e82e79b3a9c485794
Source dataset
uspto-grants-2012_03
Patent number
US08143271B2

Reaction notes

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