HCID 68108579, compound → HCID 51349328, compound

HRID 385117Notes

Reaction equation

HRID 385117 reaction equation
C([O:8][C:9]1[CH:27]=[CH:26][C:12]([C:13]([N:15]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[S:17](=[O:25])(=[O:24])[CH2:16]2)=[O:14])=[CH:11][C:10]=1[C:28]([F:31])([F:30])[F:29])C1C=CC=CC=1>O1CCCC1.CO.[OH-].[Pd+2].[OH-].[C]>[OH:8][C:9]1[CH:27]=[CH:26][C:12]([C:13]([N:15]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[S:17](=[O:25])(=[O:24])[CH2:16]2)=[O:14])=[CH:11][C:10]=1[C:28]([F:30])([F:31])[F:29]

Participants

5

Reactant 1

HCID 68108579HCID 68108579, compound

Product 1

HCID 51349328HCID 51349328, compoundYield 101.5%

Reagents, catalysts & solvents 3

HCID 178502593HCID 178502593, compoundCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

3-(4-benzyloxy-3-trifluoromethylbenzoyl)-1,1-dioxo-2,3-dihydro-1,3-benzothiazole (490 mg) was dissolved in tetrahydrofuran (5 mL) and methanol (5 mL), and 20% palladium hydroxide-carbon (100 mg) was added to the solution, and then the mixture was stirred at room temperature for 6 hours under a hydrogen atmosphere. After the reaction solution was filtered, the solvent was distilled off under reduced pressure and then the obtained residue was crystallized from diethylether to obtain the title compound (397 mg) as a colorless crystal.

Workup

  1. filtrationAfter the reaction solution was filtered
  2. distillationthe solvent was distilled off under reduced pressure
  3. customthe obtained residue was crystallized from diethylether

Sources & evidence

ORD record
ord-c2c32646708f48218e993458e01c265b
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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