5-[2-Benzyloxy-4-(1-triisopropylsilanyl-1H-pyrrol-3-yl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one → HCID 68838285, compound

HRID 660731Notes

Reaction equation

HRID 660731 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:19]=[CH:18][N:17]([Si:20]([CH:27]([CH3:29])[CH3:28])([CH:24]([CH3:26])[CH3:25])[CH:21]([CH3:23])[CH3:22])[CH:16]=2)[CH:12]=[CH:11][C:10]=1[N:30]1[S:34](=[O:36])(=[O:35])[NH:33][C:32](=[O:37])[CH2:31]1)C1C=CC=CC=1>CCO.CCOC(C)=O.CCO.[Pd]>[OH:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:19]=[CH:18][N:17]([Si:20]([CH:21]([CH3:22])[CH3:23])([CH:24]([CH3:25])[CH3:26])[CH:27]([CH3:29])[CH3:28])[CH:16]=2)[CH:12]=[CH:11][C:10]=1[N:30]1[S:34](=[O:36])(=[O:35])[NH:33][C:32](=[O:37])[CH2:31]1

Participants

5

Reactant 1

HCID 688394295-[2-Benzyloxy-4-(1-triisopropylsilanyl-1H-pyrrol-3-yl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one

Product 1

HCID 68838285HCID 68838285, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 21584252Ethanol ethylacetateSolvent

Procedure

To a slurry of Pd/C (10 mg) in 10 mL of EtOH/EtOAc (1:1) is added a solution of 5-[2-benzyloxy-4-(1-triisopropylsilanyl-1H-pyrrol-3-yl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one in EtOH. The mixture is stirred under an atmosphere of H2 for 18 h then the catalyst is removed by filtration through a pad of Celite. The filtrate is concentrated under reduced pressure to afford the title compound which is used directly in the next step: (M−1)−=448.

Workup

  1. customthe catalyst is removed by filtration through a pad of Celite
  2. concentrationThe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-a1d6abe58302463ca46667a125dcce3b
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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