HCID 58376069, compound → HCID 58376482, compound

HRID 1942554Notes

Reaction equation

HRID 1942554 reaction equation
[CH2:1]([NH:3][C:4]1[C:28]([N+:29]([O-])=O)=[CH:27][C:7]([C:8]([N:10]([CH:24]([CH3:26])[CH3:25])[C@@H:11]2[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:12]2)=[O:9])=[C:6]([C:32]([F:35])([F:34])[F:33])[CH:5]=1)[CH3:2]>O1CCCC1.[C].[Pd]>[NH2:29][C:28]1[C:4]([NH:3][CH2:1][CH3:2])=[CH:5][C:6]([C:32]([F:33])([F:34])[F:35])=[C:7]([CH:27]=1)[C:8]([N:10]([CH:24]([CH3:25])[CH3:26])[C@@H:11]1[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][C:20]([CH3:23])([CH3:21])[CH3:22])=[O:18])[CH2:12]1)=[O:9]

Participants

4

Reactant 1

HCID 58376069HCID 58376069, compound

Product 1

HCID 58376482HCID 58376482, compoundYield 95.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of tert-butyl (3R)-3-[[4-(ethylamino)-5-nitro-2-(trifluoromethyl)benzoyl]-(isopropyl)amino]piperidine-1-carboxylate (610 mg) in tetrahydrofuran (10 ml) was added 10% palladium-carbon (600 mg, 50% wet.), and the mixture was stirred at room temperature under hydrogen atmosphere for 3 hours. The reaction solution was filtered on celite, washed with tetrahydrofuran, and the filtrate was concentrated under reduced pressure to give the title compound (550 mg).

Workup

  1. filtrationThe reaction solution was filtered on celite
  2. washwashed with tetrahydrofuran
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-94e3c766956c4745bfd3927828f0411f
Source dataset
uspto-grants-2013_03
Patent number
US08389511B2

Reaction notes

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