HCID 68109218, compound → HCID 68108263, compound

HRID 385120Notes

Reaction equation

HRID 385120 reaction equation
C([O:8][C:9]1[C:27]([O:28][CH3:29])=[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[Cl:30])C1C=CC=CC=1>O1CCCC1.[OH-].[Pd+2].[OH-].[C]>[Cl:30][C:10]1[CH:11]=[C:12]([CH:26]=[C:27]([O:28][CH3:29])[C:9]=1[OH:8])[C:13]([N:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[S:17](=[O:24])(=[O:25])[CH2:16]1)=[O:14]

Participants

4

Reactant 1

HCID 68109218HCID 68109218, compound

Product 1

HCID 68108263HCID 68108263, compoundYield 44.7%

Reagents, catalysts & solvents 2

HCID 178502593HCID 178502593, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

3-(4-benzyloxy-3-chloro-5-methoxybenzoyl)-1,1-dioxo-2,3-dihydro-1,3-benzothiazole (519 mg) was dissolved in tetrahydrofuran (5 mL), and 20% palladium hydroxide-carbon (101 mg) was added to the solution, and then the mixture was stirred at room temperature for 21 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 chloroform to obtain the title compound (185 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 chloroform

Sources & evidence

ORD record
ord-5e26650bec14480290a0915993eb338e
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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