HCID 21922816, compound → HCID 21922664, compound

HRID 1245001Notes

Reaction equation

HRID 1245001 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][N:7]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[C:8]1[C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1)=[N+]=[N-]>[Pd].C(O)C>[NH2:1][CH2:4][CH2:5][CH2:6][N:7]1[CH:11]=[CH:10][C:9]([C:12]2[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=2)=[C:8]1[C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1

Participants

4

Reactant 1

HCID 21922816HCID 21922816, compound

Product 1

HCID 21922664HCID 21922664, compoundYield 47%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

20 mg of 10% palladium on carbon were added to a solution of 100 mg (0.31 mmol) of 1-(3-azidopropyl)-3-(4-fluoropenyl)-2-(pyridin-4-yl)-1H-pyrrole [prepared as described in Step 22(iv) above] in 2 ml of ethanol. The resulting mixture was stirred under a hydrogen atmosphere at room temperature for 1 hour, after which the reaction mixture was filtered and the filtrate was concentrated by evaporation under reduced pressure. The residual solid was washed with diethylether to give 43 mg (yield 47%) of the title compound as a pale yellow powder.

Workup

  1. filtrationafter which the reaction mixture was filtered
  2. concentrationthe filtrate was concentrated by evaporation under reduced pressure
  3. washThe residual solid was washed with diethylether

Sources & evidence

ORD record
ord-9d5405d6f49847b89447ed2dc1d992e3
Source dataset
uspto-grants-2006_10
Patent number
US07122666B2

Reaction notes

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