HCID 23153418, compound → HCID 23152996, compound

HRID 492890Notes

Reaction equation

HRID 492890 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([CH:8]2[CH2:13][CH2:12][N:11]([C:14]([NH:16][C:17]3[CH:22]=[C:21]([O:23][C:24]4[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[CH:26][CH:25]=4)[CH:20]=[CH:19][N:18]=3)=[O:15])[CH2:10][CH2:9]2)[CH2:4][CH2:3]1>O1CCCC1.[OH-].[Pd+2].[OH-].[C]>[NH2:30][C:27]1[CH:26]=[CH:25][C:24]([O:23][C:21]2[CH:20]=[CH:19][N:18]=[C:17]([NH:16][C:14]([N:11]3[CH2:12][CH2:13][CH:8]([N:5]4[CH2:4][CH2:3][CH:2]([OH:1])[CH2:7][CH2:6]4)[CH2:9][CH2:10]3)=[O:15])[CH:22]=2)=[CH:29][CH:28]=1

Participants

4

Reactant 1

HCID 23153418HCID 23153418, compound

Product 1

HCID 23152996HCID 23152996, compoundYield 94.5%

Reagents, catalysts & solvents 2

HCID 178502593HCID 178502593, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2-{[4-(4-Hydroxypiperidin-1-yl)piperidin-1-yl]carbonylamino}-4-(4-nitrophenoxy)pyridine (243 mg) was dissolved in tetrahydrofuran (25 ml). After then adding 20% palladium hydroxide-carbon (140 mg), the mixture was stirred overnight under a hydrogen atmosphere. The catalyst was filtered and washed with tetrahydrofuran. The filtrate and the washings were then combined and concentrated under reduced pressure, and the resultant residue was dried under reduced pressure to provide the title compound (214 mg) as pale yellow powder.

Workup

  1. filtrationThe catalyst was filtered
  2. washwashed with tetrahydrofuran
  3. concentrationconcentrated under reduced pressure
  4. dry with materialthe resultant residue was dried under reduced pressure

Sources & evidence

ORD record
ord-3b5f24c5f48f40b8bee390e8473084eb
Source dataset
uspto-grants-2009_05
Patent number
US07531532B2

Reaction notes

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