HCID 57656753, compound → HCID 57656692, compound

HRID 2371149Notes

Reaction equation

HRID 2371149 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([C:17]([C@H:19]2[CH2:24][N:23]([CH:25]([CH3:27])[CH3:26])[CH2:22][CH2:21][N:20]2[C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[O:18])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>[Pd]>[CH:25]([N:23]1[CH2:22][CH2:21][N:20]([C:28]([O:30][C:31]([CH3:34])([CH3:32])[CH3:33])=[O:29])[C@@H:19]([C:17]([N:14]2[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]2)=[O:18])[CH2:24]1)([CH3:27])[CH3:26]

Participants

3

Reactant 1

HCID 57656753HCID 57656753, compound

Product 1

HCID 57656692HCID 57656692, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To tert-butyl (2R)-2-({4-[(benzyloxy)carbonyl]piperazin-1-yl}carbonyl)-4-isopropylpiperazine-1-carboxylate (660 mg) in ethyl acetatec (20 mL, degassed) was added Pd/C (10%) (200 mg) and the mixture was degassed again. The reaction was placed under an H2 atmosphere and stirred vigorously for 16 h. The reaction was filtered and 500 mg of 10% Pd/C added and place under hydrogen atmosphere and stirred for an additional 5 h. The reaction was filtered through a PTFE filter and evaporated to give the title compound (462 mg) as a solid on further drying.

Workup

  1. customthe mixture was degassed again
  2. filtrationThe reaction was filtered
  3. addition500 mg of 10% Pd/C added
  4. stirringplace under hydrogen atmosphere and stirred for an additional 5 h
  5. filtrationThe reaction was filtered through a PTFE
  6. filtrationfilter
  7. customevaporated

Sources & evidence

ORD record
ord-6d5ec96eab7743ac87542558f0d5958c
Source dataset
uspto-grants-2014_04
Patent number
US08710224B2

Reaction notes

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