Water → HCID 71073900, compound

HRID 1615400Notes

Reaction equation

HRID 1615400 reaction equation
S(O[CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:26][CH2:25][CH:24]([NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:23][CH2:22]2)=[CH:17][CH:16]=1)(C1C=CC(C)=CC=1)(=O)=O.[NH:35]1[CH:39]=[N:38][CH:37]=[N:36]1.C(=O)([O-])[O-].[K+].[K+].O>C(#N)C.CN(C=O)C>[N:35]1([CH2:12][CH2:13][CH2:14][C:15]2[CH:16]=[CH:17][C:18]([N:21]3[CH2:26][CH2:25][CH:24]([NH:27][C:28]([O:30][C:31]([CH3:33])([CH3:34])[CH3:32])=[O:29])[CH2:23][CH2:22]3)=[CH:19][CH:20]=2)[CH:39]=[N:38][CH:37]=[N:36]1

Participants

7

Reactant 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 86674532HCID 86674532, compound

Product 1

HCID 71073900HCID 71073900, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

The N-(4-(3-tosyloxypropyl)phenyl)-4-tert-butoxycarbonylaminopiperidine (330 mg, 0.68 mmol) obtained in Example 8(4) was dissolved in a mixed solvent of acetonitrile (5 ml) and DMF (5 ml), and 1,2,4-triazole (54 mg, 0.81 mmol) and potassium carbonate (187 mg, 1.35 mmol) were added thereto, followed by stirring at 60° C. for 1 hour. After the reaction mixture was cooled to room temperature, water was added thereto, and the precipitate was collected by filtration, thereby obtaining N-(4-(3-(1,2,4-triazol-1-yl)-propyl)-phenyl)-4-tert-butoxycarbonylaminopiperidine (192 mg, 74%).

Workup

  1. additionwere added
  2. temperatureAfter the reaction mixture was cooled to room temperature
  3. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-fa22ae6c9bef4190a2e624e0e7b70a1d
Source dataset
uspto-grants-2014_07
Patent number
US08765750B2

Reaction notes

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