HCID 86702050, compound → HCID 86702049, compound

HRID 873572Notes

Reaction equation

HRID 873572 reaction equation
C(OC([N:11]1[CH2:14][CH:13]([C:15]([NH:17][C:18]2[CH:23]=[CH:22][C:21]([S:24]([CH:27]3[CH2:32][CH2:31][N:30]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:29][CH2:28]3)(=[O:26])=[O:25])=[CH:20][CH:19]=2)=[O:16])[CH2:12]1)=O)C1C=CC=CC=1>[OH-].[OH-].[Pd+2].C(O)C>[NH:11]1[CH2:14][CH:13]([C:15]([NH:17][C:18]2[CH:19]=[CH:20][C:21]([S:24]([CH:27]3[CH2:28][CH2:29][N:30]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:31][CH2:32]3)(=[O:26])=[O:25])=[CH:22][CH:23]=2)=[O:16])[CH2:12]1

Participants

4

Reactant 1

HCID 86702050HCID 86702050, compound

Product 1

HCID 86702049HCID 86702049, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

tert-Butyl 4-(4-(1-(benzyloxycarbonyl)azetidine-3-carboxamido)phenylsulfonyl)piperidine-1-carboxylate (7.94 g, 14.24 mmol) and ethanol (160 ml) were added to 20% Pd(OH)2/C, wet (1.5 g, 1.089 mmol) in a 250 mL SS pressure bottle and the mixture was stirred for 16 hours at 30 psi and room temperature. The mixture was filtered through a nylon membrane and concentrated to give the title compound.

Workup

  1. filtrationThe mixture was filtered through a nylon membrane
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-c88d2b06e37d4174833c05455b4c07fc
Source dataset
uspto-grants-2015_03
Patent number
US08975398B2

Reaction notes

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