HCID 15546246, compound → HCID 15546245, compound

HRID 380585Notes

Reaction equation

HRID 380585 reaction equation
C([O:8][NH:9][C:10]([C:12]1([NH:17][S:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)(=[O:20])=[O:19])[CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])C1C=CC=CC=1>CO.[Pd]>[OH:8][NH:9][C:10]([C:12]1([NH:17][S:18]([C:21]2[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=2)(=[O:20])=[O:19])[CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11]

Participants

4

Reactant 1

HCID 15546246HCID 15546246, compound

Product 1

HCID 15546245HCID 15546245, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-(4methoxybenzenesulfonylamino)cyclopentane-1-carboxylic acid benzyloxyamide (1.50 grams, 3.71 mmole) in methanol (200 mL) was treated with 5% palladium on barium sulfate (0.75 grams) and hydrogenated at 3 atmospheres pressure for 3.5 hours in a Parr shaker. The catalyst was removed by passage through a 0.45 μm nylon filter and the filtrate was concentrated to afford 1-(4-methoxybenzenesulfonylamino)-cyclopentane-1-carboxylic acid hydroxyamide as a white solid, 1.13 grams (97%). MS: 313 (M−1).

Workup

  1. customThe catalyst was removed by passage through a 0.45 μm nylon
  2. filtrationfilter
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-592d67fa9a3f4331b5d869ef5601f3f3
Source dataset
uspto-grants-2001_10
Patent number
US06303636B1

Reaction notes

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