HCID 71073872, compound → HCID 66691782, compound

HRID 1615397Notes

Reaction equation

HRID 1615397 reaction equation
[N:1]1([CH2:6][CH2:7][C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:19][CH2:18][CH:17]([NH:20]C(OCC4C=CC=CC=4)=O)[CH2:16][CH2:15]3)=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=[N:2]1.[H][H]>CO.C1COCC1.[C].[Pd]>[N:1]1([CH2:6][CH2:7][C:8]2[CH:9]=[CH:10][C:11]([N:14]3[CH2:15][CH2:16][CH:17]([NH2:20])[CH2:18][CH2:19]3)=[CH:12][CH:13]=2)[CH:5]=[CH:4][N:3]=[N:2]1

Participants

6

Reactant 2

HCID 71073872HCID 71073872, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66691782HCID 66691782, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalyst2×HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The N-(4-(2-(1,2,3-triazol-1-yl)-ethyl)-phenyl)-4-benzyloxycarbonylaminopiperidine (1.3 g, 50 mmol) obtained in Example 7 (6) was dissolved in methanol (13 ml) and THF (13 ml), and 10% palladium-carbon (hereinafter referred to as Pd—C) (130 mg) was added, followed by stirring at room temperature in an atmosphere of hydrogen gas for 24 hours. After the insoluble material was filtered with Celite, the solvent was evaporated from the filtrate under reduced pressure, thereby obtaining N-(4-(2-(1,2,3-triazol-1-yl)-ethyl)-phenyl)-4-aminopiperidine (870 mg, 99%) as a white solid.

Workup

  1. additionwas added
  2. filtrationAfter the insoluble material was filtered with Celite
  3. customthe solvent was evaporated from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-2f8300cfc4374f619311afa3aae3fdec
Source dataset
uspto-grants-2014_07
Patent number
US08765750B2

Reaction notes

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