Chloroform → HCID 18695954, compound

HRID 618362Notes

Reaction equation

HRID 618362 reaction equation
C(OC([NH:11][CH2:12][CH2:13][CH2:14][C:15]([N:18]1[CH2:23][CH2:22][CH:21]([N:24]2[C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=3[N:26]([CH2:33][CH3:34])[C:25]2=[O:35])[CH2:20][CH2:19]1)([CH3:17])[CH3:16])=O)C1C=CC=CC=1.C(Cl)(Cl)Cl>CO.[Pd]>[NH2:11][CH2:12][CH2:13][CH2:14][C:15]([N:18]1[CH2:23][CH2:22][CH:21]([N:24]2[C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=3[N:26]([CH2:33][CH3:34])[C:25]2=[O:35])[CH2:20][CH2:19]1)([CH3:17])[CH3:16]

Participants

5

Reactant 2

HCID 6212ChloroformHCID 18695978HCID 18695978, compound

Product 1

HCID 18695954HCID 18695954, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-(5-benzyloxycarbonylamino-2-methyl-2-pentyl)-4-(3-ethyl-2-oxo-1-benzimidazolinyl)piperidine (93 mg, 0.19 mmol) in methanol (8 mL) containing chloroform (0.04 mL, 0.05 mmol) and 10% palladium/carbon (45 mg) was hydrogenated at atmospheric pressure for two days. The catalyst was removed by filtration, the solvent evaporated and the residue redissolved in chloroform. This solution was washed with aq. Na2CO3, dried (Na2SO4) and evaporated to give 1-(5-amino-2-methyl-2-pentyl)-4-(3-ethyl-2-oxo-1-benzimidazolinyl)piperidine as an oil.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated
  3. dissolutionthe residue redissolved in chloroform
  4. washThis solution was washed with aq. Na2CO3
  5. dry with materialdried (Na2SO4)
  6. customevaporated

Sources & evidence

ORD record
ord-afc3746407ea4c678316434c16109f75
Source dataset
uspto-grants-1999_09
Patent number
US05952351

Reaction notes

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