Tert-butyl benzyl[(3-{methyl[2-(methylamino)ethyl]amino}propyl)sulfonyl]carbamate → Tert-butyl[(3-{methyl[2-(methylamino)ethyl]amino}propyl)sulfonyl]carbamate

HRID 421975Notes

Reaction equation

HRID 421975 reaction equation
C([N:8]([S:16]([CH2:19][CH2:20][CH2:21][N:22]([CH3:27])[CH2:23][CH2:24][NH:25][CH3:26])(=[O:18])=[O:17])[C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])C1C=CC=CC=1>[OH-].[OH-].[Pd+2].CCO>[C:11]([O:10][C:9](=[O:15])[NH:8][S:16]([CH2:19][CH2:20][CH2:21][N:22]([CH3:27])[CH2:23][CH2:24][NH:25][CH3:26])(=[O:17])=[O:18])([CH3:14])([CH3:13])[CH3:12]

Participants

4

Reactant 1

HCID 66674500Tert-butyl benzyl[(3-{methyl[2-(methylamino)ethyl]amino}propyl)sulfonyl]carbamate

Product 1

HCID 86640308Tert-butyl[(3-{methyl[2-(methylamino)ethyl]amino}propyl)sulfonyl]carbamateYield 98%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

Pearlman's catalyst (0.10 eq.) was suspended in a 0.35 M EtOH solution of tert-butyl benzyl[(3-{methyl[2-(methylamino)ethyl]amino}propyl)sulfonyl]carbamate and the mixture was stirred under an hydrogen atmosphere for 4h. The crude was filtered on a CELITE pad and washed with EtOH; after evaporation of the solvent, the product was obtained as white solid, which was used without further characterisation (98% yield, two steps). (ES+) m/z 310 (M+H)+.

Workup

  1. filtrationThe crude was filtered on a CELITE pad
  2. washwashed with EtOH
  3. customafter evaporation of the solvent
  4. customthe product was obtained as white solid, which

Sources & evidence

ORD record
ord-c7121a01ddc841b9b7b852875a7ab02b
Source dataset
uspto-grants-2012_01
Patent number
US08101595B2

Reaction notes

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