HCID 59025439, compound → HCID 24883077, compound

HRID 2421068Notes

Reaction equation

HRID 2421068 reaction equation
C([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([N:17]2[CH2:22][CH2:21][CH:20]([N:23]3[C@H:27]4[CH2:28][CH2:29][CH2:30][CH2:31][C@H:26]4[NH:25][C:24]3=[O:32])[CH2:19][CH2:18]2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>CCO.[Pd]>[C:9]([N:11]1[CH2:16][CH2:15][CH:14]([N:17]2[CH2:18][CH2:19][CH:20]([N:23]3[C@H:27]4[CH2:28][CH2:29][CH2:30][CH2:31][C@H:26]4[NH:25][C:24]3=[O:32])[CH2:21][CH2:22]2)[CH2:13][CH2:12]1)(=[O:8])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 1

HCID 59025439HCID 59025439, compound

Product 1

HCID 24883077HCID 24883077, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of cis-(+/−)-benzyl-4-(2-oxooctahydro-1H-benzimidazol-1-yl)-1,4′-bipiperidine-1′-carboxylate (800 mg, 1.82 mmol) in EtOH (50 mL) was added 10% Pd/C (80 mg) and the mixture was hydrogenated at 40 psi for 3 h. Filtration of catalyst on celite and removal of solvent afforded the title compound (372 mg, 67%), which was used without further purification. MS (M+1): 306.0

Workup

  1. filtrationFiltration of catalyst
  2. customon celite and removal of solvent

Sources & evidence

ORD record
ord-1da201f64d2b482ca96665034350a4ee
Source dataset
uspto-grants-2011_06
Patent number
US07956069B2

Reaction notes

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