HCID 70256214, compound → HCID 70252504, compound

HRID 1859359Notes

Reaction equation

HRID 1859359 reaction equation
[ClH:1].C([O:9][C:10](=[O:40])[CH:11]([N:15]([CH2:27][CH2:28][C:29]([N:31]1[CH2:36][CH2:35][N:34]([CH2:37][CH2:38][OH:39])[CH2:33][CH2:32]1)=[O:30])[S:16]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[CH:12]([CH3:14])[CH3:13])C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[ClH:1].[OH:39][CH2:38][CH2:37][N:34]1[CH2:35][CH2:36][N:31]([C:29](=[O:30])[CH2:28][CH2:27][N:15]([S:16]([C:19]2[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=2)(=[O:18])=[O:17])[CH:11]([CH:12]([CH3:14])[CH3:13])[C:10]([OH:40])=[O:9])[CH2:32][CH2:33]1

Participants

5

Reactant 2

HCID 70256214HCID 70256214, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70252504HCID 70252504, compoundYield 126.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 2-[{3-[4-(2-hydroxyethyl)piperazin-1-yl]-3-oxopropyl}(4-methoxybenzenesulfonyl)amino]-3-methylbutyric acid benzyl ester hydrochloride (1.49 grams, 2.49 mmol) in ethanol (80 mL) was added 10% palladium on activated carbon (0.11 grams). The mixture was agitated under 3 atmospheres hydrogen in a Parr shaker for 16 hours. The catalyst was removed by filtration through nylon (pore size 0.45 μm) and the solvent was evaporated leaving 2-[{3-[4-(2-hydroxyethyl)piperazin-1-yl]-3-oxo-propyl}(4-methoxybenzenesulfonyl)amino]-3-methylbutyric acid hydrochloride as a white solid (1.6 grams, 92%).

Workup

  1. customThe catalyst was removed by filtration through nylon (pore size 0.45 μm)
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-10715660986d4c638ef6ef81f3da84b4
Source dataset
uspto-grants-2000_11
Patent number
US06153609

Reaction notes

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