HCID 59438418, compound → HCID 59438392, compound

HRID 2177533Notes

Reaction equation

HRID 2177533 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH2:14][C:13]([NH:23][C:24](=[O:41])[C:25]2[C:30]([C:31]([F:34])([F:33])[F:32])=[CH:29][C:28]([C:35]([F:38])([F:37])[F:36])=[CH:27][C:26]=2[O:39][CH3:40])([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:12]1)=O)C1C=CC=CC=1>CO.[Pd]>[CH3:40][O:39][C:26]1[CH:27]=[C:28]([C:35]([F:36])([F:37])[F:38])[CH:29]=[C:30]([C:31]([F:34])([F:32])[F:33])[C:25]=1[C:24]([NH:23][C:13]1([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:14][CH2:15][CH2:16][NH:11][CH2:12]1)=[O:41]

Participants

4

Reactant 1

HCID 59438418HCID 59438418, compound

Product 1

HCID 59438392HCID 59438392, compoundYield 96.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 445 mg (0.767 mmol) rac-3-(2-methoxy-4,6-bis-trifluoromethyl-benzoylamino)-3-phenyl-piperidine-1-carboxylic acid benzyl ester in methanol (4.5 ml) were added 44 mg Pd/C 10%. The mixture was stirred under a hydrogen atmosphere at room temperature for 1.5 hour. The apparatus was purged with argon. The catalyst was filtered and the filtrate was concentrated in vacuo to provide 330 mg (96%) of the title compound as a white foam. MS (m/e): 447.3 (M+H).

Workup

  1. customThe apparatus was purged with argon
  2. filtrationThe catalyst was filtered
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-f10b11c51113446f9b09c3ae43fb5ddd
Source dataset
uspto-grants-2015_06
Patent number
US09067911B2

Reaction notes

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