HCID 66624924, compound → HCID 66625004, compound

HRID 416523Notes

Reaction equation

HRID 416523 reaction equation
C(OC(=O)[NH:10][CH2:11][CH:12]([S:14](=[O:26])(=[O:25])[NH:15][CH:16]1[CH2:21][CH2:20][N:19]([CH:22]([CH3:24])[CH3:23])[CH2:18][CH2:17]1)[CH3:13])C1C=CC=CC=1>CO>[CH:22]([N:19]1[CH2:20][CH2:21][CH:16]([NH:15][S:14]([CH:12]([CH3:13])[CH2:11][NH2:10])(=[O:25])=[O:26])[CH2:17][CH2:18]1)([CH3:24])[CH3:23]

Participants

3

Reactant 1

HCID 66624924HCID 66624924, compound

Product 1

HCID 66625004HCID 66625004, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

255 mg (0.64 mmol) crude [2-(1-isopropyl-piperidin-4-ylsulfamoyl)-propyl]-carbamic acid benzyl ester were dissolved in 10 ml MeOH. The solution was evacuated and rinsed with argon several times. 30 mg palladium on charcoal (10%) were added and again the mixture was evacuated and rinsed with argon several times. Finally argon was exchanged by hydrogen (balloon filled with hydrogen) and the mixture was stirred for 4 h at room temperature. The reaction mixture was filtered over “Celite” and the filter residue was washed with 10 ml MeOH. The filtrate was concentrated under vacuo to give crude 1-amino-propane-2-sulfonic acid (1-isopropyl-piperidin-4-yl)-amide as a colorless oil.

Workup

  1. customThe solution was evacuated
  2. washrinsed with argon several times
  3. addition30 mg palladium on charcoal (10%) were added
  4. customagain the mixture was evacuated
  5. washrinsed with argon several times
  6. filtrationThe reaction mixture was filtered over “Celite”
  7. washthe filter residue was washed with 10 ml MeOH
  8. concentrationThe filtrate was concentrated under vacuo

Sources & evidence

ORD record
ord-3a626fe5795a43b29f2fce73207d5536
Source dataset
uspto-grants-2012_01
Patent number
US08088925B2

Reaction notes

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