HCID 86756735, compound → HCID 86756734, compound

HRID 1978070Notes

Reaction equation

HRID 1978070 reaction equation
C([O:8][NH:9][C:10]([C@H:12]([C@@H:22]([CH2:35][CH:36]([CH3:38])[CH3:37])[C:23]([NH:25][N:26]([CH2:31][CH:32]([CH3:34])[CH3:33])[S:27]([CH3:30])(=[O:29])=[O:28])=[O:24])[CH2:13][CH2:14][CH2:15][C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)=[O:11])C1C=CC=CC=1>CO.[Pd]>[OH:8][NH:9][C:10]([C@H:12]([C@@H:22]([CH2:35][CH:36]([CH3:38])[CH3:37])[C:23]([NH:25][N:26]([CH2:31][CH:32]([CH3:34])[CH3:33])[S:27]([CH3:30])(=[O:29])=[O:28])=[O:24])[CH2:13][CH2:14][CH2:15][C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)=[O:11]

Participants

4

Reactant 1

HCID 86756735HCID 86756735, compound

Product 1

HCID 86756734HCID 86756734, compoundYield 94.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.33 g of 2(R)-[1(S)-[(benzyloxy)carbamoyl]-4-(3-pyridyl)butyl]-2′-isobutyl-2′-(methanesulphonyl)-4-methylvalerohydrazide in 10 ml of methanol was hydrogenated in the presence of 80 mg of 10% palladium-on-carbon for 1.5 hours. The catalyst was removed by filtration and the solvent was evaporated. The residue was triturated with diethyl ether to give 0.26 g of 2(R)-[1(S)-(hydroxycarbamoyl)-4-(3-pyridyl)butyl]-2′-isobutyl-2′-(methanesulphonyl)-4-methylvalerohydrazide in the form of a white solid.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated
  3. customThe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-b1681ae3e4534e299130fe62178f3cef
Source dataset
uspto-grants-2001_05
Patent number
US06235787B1

Reaction notes

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