HCID 66920127, compound → HCID 66920231, compound

HRID 1908630Notes

Reaction equation

HRID 1908630 reaction equation
[C:1]([O:5][C:6](=[O:39])[CH2:7][CH2:8][C@H:9]([NH:28]C(OCC1C=CC=CC=1)=O)[C:10](=[O:27])[N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)[CH2:13][CH2:12]1)([CH3:4])([CH3:3])[CH3:2].[H][H]>CCO.[Pd]>[C:1]([O:5][C:6](=[O:39])[CH2:7][CH2:8][C@H:9]([NH2:28])[C:10](=[O:27])[N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:25])([F:26])[F:24])[CH:18]=2)[CH2:13][CH2:12]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 66920127HCID 66920127, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66920231HCID 66920231, compoundYield 83.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

7 g of (S)-4-Benzyloxycarbonylamino-5-oxo-5-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-pentanoic acid tert-butyl ester were dissolved in 120 ml of EtOH and 70 mg of Pd/C 10% was added. Hydrogenation under 3 bar of hydrogen was continued until full conversion of the reaction was obtained. After filtration of the catalyst all volatiles were evaporated under reduced pressure to give 4.4 g of the desired product.

Workup

  1. customwas obtained
  2. filtrationAfter filtration of the catalyst all volatiles
  3. customwere evaporated under reduced pressure

Sources & evidence

ORD record
ord-f7ab6adfe59f493a8a14a73ff86609b1
Source dataset
uspto-grants-2013_12
Patent number
US08598179B2

Reaction notes

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