HCID 68840366, compound → HCID 57777332, compound

HRID 660737Notes

Reaction equation

HRID 660737 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:16]=[N:17][NH:18][CH:19]=2)[CH:12]=[CH:11][C:10]=1[N:20]1[S:24](=[O:26])(=[O:25])[NH:23][C:22](=[O:27])[CH2:21]1)C1C=CC=CC=1>CCO.CCOC(C)=O.[OH-].[OH-].[Pd+2]>[OH:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:16]=[N:17][NH:18][CH:19]=2)[CH:12]=[CH:11][C:10]=1[N:20]1[S:24](=[O:26])(=[O:25])[NH:23][C:22](=[O:27])[CH2:21]1

Participants

4

Reactant 1

HCID 68840366HCID 68840366, compound

Product 1

HCID 57777332HCID 57777332, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

A mixture of 5-[2-benzyloxy-4-(1H-pyrazol-4-yl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one (50 mg) and Pd(OH)2 (5 mg) in 3 mL of EtOH/EtOAc (1:1) is hydrogenated at 1 atm for 18 h. The catalyst is filtered and the filtrate evaporated. The residue is purified by preparative HPLC to give the title compound: (M−1)−=293; HPLC retention time=0.88 min (method A).

Workup

  1. filtrationThe catalyst is filtered
  2. customthe filtrate evaporated
  3. customThe residue is purified by preparative HPLC

Sources & evidence

ORD record
ord-5026c311486b4a60842c65a949b9b178
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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