HCID 68108568, compound → HCID 68108876, compound

HRID 385109Notes

Reaction equation

HRID 385109 reaction equation
C([O:8][C:9]1[C:27]([C:28]([F:31])([F:30])[F:29])=[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[O:32][CH3:33])C1C=CC=CC=1>O1CCCC1.[C].[Pd]>[OH:8][C:9]1[C:27]([C:28]([F:31])([F:29])[F:30])=[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[O:32][CH3:33]

Participants

4

Reactant 1

HCID 68108568HCID 68108568, compound

Product 1

HCID 68108876HCID 68108876, compoundYield 75.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

3-(4-benzyloxy-3-methoxy-5-trifluoromethylbenzoyl)-1,1-dioxo-2,3-dihydro-1,3-benzothiazole (574 mg) was dissolved in tetrahydrofuran (6 mL), and 5% palladium-carbon (310 mg) was added to the solution, and then the mixture was stirred at room temperature for 22 hours under a hydrogen atmosphere. The reaction solution was filtered, and then the solvent was distilled off under reduced pressure and the obtained residue was crystallized from n-hexane-chloroform to obtain the title compound (353 mg) as a colorless crystal.

Workup

  1. filtrationThe reaction solution was filtered
  2. distillationthe solvent was distilled off under reduced pressure
  3. customthe obtained residue was crystallized from n-hexane-chloroform

Sources & evidence

ORD record
ord-e8aad59308e74561ab95469451c6882f
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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