HCID 136347862, compound → HCID 135540794, compound

HRID 730662Notes

Reaction equation

HRID 730662 reaction equation
[O:1]=[C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][N:10]([C:13]([O:15][C@H:16]([CH2:38][C:39]3[CH:44]=[C:43]([CH3:45])[C:42]([OH:46])=[C:41]([CH3:47])[CH:40]=3)[C:17]([N:19]3[CH2:24][CH2:23][CH:22]([CH:25]4[CH2:30][CH2:29][N:28](CC5C=CC=CC=5)[CH2:27][CH2:26]4)[CH2:21][CH2:20]3)=[O:18])=[O:14])[CH2:9][CH2:8]2)[N:5]=[C:4]([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[NH:3]1.[H][H]>CO.[Pd]>[O:1]=[C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][N:10]([C:13]([O:15][C@H:16]([CH2:38][C:39]3[CH:40]=[C:41]([CH3:47])[C:42]([OH:46])=[C:43]([CH3:45])[CH:44]=3)[C:17]([N:19]3[CH2:20][CH2:21][CH:22]([CH:25]4[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]4)[CH2:23][CH2:24]3)=[O:18])=[O:14])[CH2:9][CH2:8]2)[N:5]=[C:4]([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[NH:3]1

Participants

5

Reactant 2

HCID 136347862HCID 136347862, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 135540794HCID 135540794, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 51 mg (0.07 mmol) (R)-2-(1′-benzyl-4,4′-bipiperidinyl-1-yl)-1-(4-hydroxy-3,5-dimethyl-benzyl)-2-oxo-ethyl 4-(5-oxo-3-phenyl-4,5-dihydro-1,2,4-triazol-1-yl)-piperidine-1-carboxylate (Example 2.7) in 10 mL MeOH was combined with 5 mg 10% Pd/C and hydrogenated at RT and 3 bar hydrogen pressure until the reaction came to an end. The catalyst was removed by suction filtering and the residue was purified by HPLC. The fractions containing the product were combined and lyophilised.

Workup

  1. customThe catalyst was removed by suction
  2. filtrationfiltering
  3. customthe residue was purified by HPLC
  4. additionThe fractions containing the product

Sources & evidence

ORD record
ord-c907d3b9f7cc4452b6d45a59ff6b3e33
Source dataset
uspto-grants-2009_09
Patent number
US07582625B2

Reaction notes

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