HCID 131735708, compound → HCID 118105554, compound

HRID 2200381Notes

Reaction equation

HRID 2200381 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([C@H:14]3[CH2:18][CH2:17][C@H:16]([C:19]([O:21]CC4C=CC=CC=4)=[O:20])[CH2:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1>CO.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([C@H:14]3[CH2:18][CH2:17][C@H:16]([C:19]([OH:21])=[O:20])[CH2:15]3)[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 131735708HCID 131735708, compound

Product 1

HCID 118105554HCID 118105554, compoundYield 263.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (1S,3S)-benzyl 3-(4-(4-fluorophenyl)piperazin-1-yl)cyclopentanecarboxylate (0.6 g, 0.52 mmol) in methanol (15 ml) was added 10% palladium on charcoal (60 mg). The reaction mixture was stirred at room temperature under H2 atmosphere at atmospheric pressure for 2 h. Upon completion, the reaction mixture was filtered through a pad of celite, and washed with methanol (15 ml). The filtrate was concentrated under reduced pressure to afford the title compound (0.4 g, 87%), which was used further without purification.

Workup

  1. filtrationUpon completion, the reaction mixture was filtered through a pad of celite
  2. washwashed with methanol (15 ml)
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0a39d7b49f1c48e0a4c7bc513202ec95
Source dataset
uspto-grants-2016_06
Patent number
US09359367B2

Reaction notes

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