HCID 86674530, compound → HCID 71073872, compound

HRID 1615396Notes

Reaction equation

HRID 1615396 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[N:2]1.S(O[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:30][CH2:29][CH:28]([NH:31][C:32]([O:34][CH2:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[O:33])[CH2:27][CH2:26]2)=[CH:21][CH:20]=1)(C1C=CC(C)=CC=1)(=O)=O>CO>[N:1]1([CH2:17][CH2:18][C:19]2[CH:20]=[CH:21][C:22]([N:25]3[CH2:26][CH2:27][CH:28]([NH:31][C:32]([O:34][CH2:35][C:36]4[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=4)=[O:33])[CH2:29][CH2:30]3)=[CH:23][CH:24]=2)[CH:5]=[CH:4][N:3]=[N:2]1

Participants

4

Reactant 2

HCID 86674530HCID 86674530, compoundHCID 178418936HCID 178418936, compound

Product 1

HCID 71073872HCID 71073872, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
90 °C

Procedure

1,2,3-triazole (3.4 ml, 58.6 mmol) was added to the N-(4-(2-tosyloxyethyl)phenyl)-4-benzyloxycarbonylaminopiperidine (3.0 g, 5.90 mmol) obtained in Example 7(5), followed by stirring at 90° C. for 2 hours. Methanol was added to the reaction mixture. The mixture was refluxed under heat for 1 hour, and then allowed to cool to room temperature. The precipitate was collected by filtration, thereby obtaining N-(4-(2-(1,2,3-triazol-1-yl)-ethyl)-phenyl)-4-benzyloxycarbonylaminopiperidine (1.3 g, 54%) as a white solid.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureunder heat for 1 hour
  3. temperatureto cool to room temperature
  4. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-5e337d4234dc465f9dff15ca0396ce2e
Source dataset
uspto-grants-2014_07
Patent number
US08765750B2

Reaction notes

Loading…