HCID 69151550, compound → HCID 69151549, compound

HRID 719386Notes

Reaction equation

HRID 719386 reaction equation
C([O:8][N:9]1[C:13](=[O:14])[CH2:12][C@H:11]([NH:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[C:10]1=[O:30])C1C=CC=CC=1>C(OCC)(=O)C.CO.[Pd]>[CH2:26]([O:25][C:22]1[CH:23]=[CH:24][C:19]([S:16]([NH:15][C@H:11]2[CH2:12][C:13](=[O:14])[N:9]([OH:8])[C:10]2=[O:30])(=[O:17])=[O:18])=[CH:20][CH:21]=1)[CH2:27][CH2:28][CH3:29]

Participants

4

Reactant 1

HCID 69151550HCID 69151550, compound

Product 1

HCID 69151549HCID 69151549, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

N-(1-Benzyloxy-2,5-dioxo-pyrrolidin-3(S)-yl)-4-butoxy-benzenesulfonamide (100 mg, 0,23 mmol) was hydrogenated at atmospheric pressure for 1 h in ethyl acetate/methanol (1:1, 4 mL) with palladium on activated charcoal (50 mg, 10%). The mixure was filtered through Celite® and concentrated. The residue was purified by silica gel chromatography (ethyl acetate-acetic acid, 100:2) to give 59 mg (75%) of the title compound.

Workup

  1. filtrationThe mixure was filtered through Celite®
  2. concentrationconcentrated
  3. customThe residue was purified by silica gel chromatography (ethyl acetate-acetic acid, 100:2)

Sources & evidence

ORD record
ord-3744d5d03fc44503a0aedbeb9065604d
Source dataset
uspto-grants-2006_11
Patent number
US07132434B2

Reaction notes

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