HCID 59395006, compound → HCID 59395022, compound

HRID 383369Notes

Reaction equation

HRID 383369 reaction equation
[CH:1]1([C:6]2[C:7]([O:28][C:29]([O:31][CH3:32])=[O:30])=[CH:8][C:9]([N+:25]([O-])=O)=[C:10]([C:12]3[CH2:13][CH2:14][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:16][CH:17]=3)[CH:11]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1>CO.[Pd]>[NH2:25][C:9]1[CH:8]=[C:7]([O:28][C:29]([O:31][CH3:32])=[O:30])[C:6]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[CH:11][C:10]=1[CH:12]1[CH2:13][CH2:14][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:16][CH2:17]1

Participants

4

Reactant 1

HCID 59395006HCID 59395006, compound

Product 1

HCID 59395022HCID 59395022, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Tert-butyl 4-(5-cyclopentyl-4-methoxycarbonyloxy-2-nitro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylate (680 mg, 1.52 mmol) in methanol (30 mL) was treated with 10% Pd/C (162 mg) and stirred under H2 for 1 h at room temperature. The reaction was filtered and concentrated in vacuo to provide tert-butyl 4-(2-amino-5-cyclopentyl-4-(methoxycarbonyloxy)phenyl)piperidine-1-carboxylate (520 mg, 82% yield). LC/MS m/z 419.7 [M+H]+.

Workup

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a009173c6c64463eb012f990bf7c0761
Source dataset
uspto-grants-2013_02
Patent number
US08367660B2

Reaction notes

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