HCID 21922808, compound → HCID 21922760, compound

HRID 1244991Notes

Reaction equation

HRID 1244991 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[C:16]([C:37]3[CH:42]=[CH:41][N:40]=[CH:39][CH:38]=3)=[C:17]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=3)[N:18]([Si:20]([CH:27]([CH3:29])[CH3:28])([CH:24]([CH3:26])[CH3:25])[CH:21]([CH3:23])[CH3:22])[CH:19]=2)([OH:14])[CH2:10][CH2:9]1)C1C=CC=CC=1>[Pd].CO>[F:36][C:33]1[CH:34]=[CH:35][C:30]([C:17]2[N:18]([Si:20]([CH:24]([CH3:26])[CH3:25])([CH:27]([CH3:29])[CH3:28])[CH:21]([CH3:22])[CH3:23])[CH:19]=[C:15]([C:11]3([OH:14])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[C:16]=2[C:37]2[CH:38]=[CH:39][N:40]=[CH:41][CH:42]=2)=[CH:31][CH:32]=1

Participants

4

Reactant 1

HCID 21922808HCID 21922808, compound

Product 1

HCID 21922760HCID 21922760, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.58 g of 10% palladium on carbon were added to a solution of 0.58 g (1.00 mmol) of 4-(1-benzyl-4-hydroxypiperidin-4-yl)-2-(4-fluorophenyl)-3-(pyridin-4-yl)-1-triisopropylsilyl-1H-pyrrole [prepared as described in step 9(i) above] in 15 ml of methanol. The resulting mixture was stirred under a hydrogen atmosphere at room temperature for 5 hours. At the end of this time, the reaction mixture was filtered and the filtrate was concentrated by evaporation under reduced pressure to give 483 mg (yield 98%) of the title compound as a white amorphous solid.

Workup

  1. filtrationAt the end of this time, the reaction mixture was filtered
  2. concentrationthe filtrate was concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-d1ce63b9e32e432c97dc37e17de70e6b
Source dataset
uspto-grants-2006_10
Patent number
US07122666B2

Reaction notes

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