HCID 68842624, compound → HCID 178516707, compound

HRID 660735Notes

Reaction equation

HRID 660735 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:19]=[CH:18][N:17](COCC3C=CC=CC=3)[N:16]=2)[CH:12]=[CH:11][C:10]=1[N:29]1[S:33](=[O:35])(=[O:34])[NH:32][C:31](=[O:36])[CH2:30]1)C1C=CC=CC=1>CCO.O.[Pd]>[OH:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:19]=[CH:18][NH:17][N:16]=2)[CH:12]=[CH:11][C:10]=1[N:29]1[S:33](=[O:35])(=[O:34])[NH:32][C:31](=[O:36])[CH2:30]1

Participants

4

Reactant 1

HCID 68842624HCID 68842624, compound

Product 1

HCID 178516707HCID 178516707, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 19096565Water ethanolSolvent

Procedure

A solution of 5-[2-benzyloxy-4-(1-benzyloxymethyl-1H-pyrazol-3-yl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one in 10 mL of EtOH/water (1:1) is hydrogenated over 10% Pd/C (15 mg) at 1 atm for 18 h. The catalyst is filtered and the filtrate evaporated. The residue is re-dissolved in EtOH/HOAc (3:1) and hydrogenated over 10% Pd/C for 18 h. The catalyst is filtered and the filtrate evaporated to give the title compound: (M−1)−=293.

Workup

  1. filtrationThe catalyst is filtered
  2. customthe filtrate evaporated
  3. dissolutionThe residue is re-dissolved in EtOH/HOAc (3:1) and hydrogenated over 10% Pd/C for 18 h
  4. filtrationThe catalyst is filtered
  5. customthe filtrate evaporated

Sources & evidence

ORD record
ord-2219c83955c143c1a0de6af13c440cba
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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