HCID 135466924, compound → HCID 135507399, compound

HRID 644346Notes

Reaction equation

HRID 644346 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH:14]2[CH2:19][CH2:18][N:17]([C:20](=[O:54])[C@H:21]([NH:33][C:34]([N:36]3[CH2:41][CH2:40][CH:39]([N:42]4[C:46](=[O:47])[NH:45][C:44]([C:48]5[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=5)=[N:43]4)[CH2:38][CH2:37]3)=[O:35])[CH2:22][C:23]3[CH:32]=[CH:31][C:30]4[CH2:29][CH2:28][CH2:27][CH2:26][C:25]=4[CH:24]=3)[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[O:54]=[C:20]([N:17]1[CH2:16][CH2:15][CH:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH2:19][CH2:18]1)[C@H:21]([NH:33][C:34]([N:36]1[CH2:41][CH2:40][CH:39]([N:42]2[C:46](=[O:47])[NH:45][C:44]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)=[N:43]2)[CH2:38][CH2:37]1)=[O:35])[CH2:22][C:23]1[CH:32]=[CH:31][C:30]2[CH2:29][CH2:28][CH2:27][CH2:26][C:25]=2[CH:24]=1

Participants

5

Reactant 2

HCID 135466924HCID 135466924, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 135507399HCID 135507399, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 80 mg (0.11 mmol) 4-(5-oxo-3-phenyl-4,5-dihydro-[1,2,4]triazol-1-yl)-piperidine-1-carboxylic acid [(R)-2-[4-(4-benzyl-piperazin-1-yl)-piperidin-1-yl]-2-oxo-1-(5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-ethyl]-amide in 10 mL MeOH was hydrogenated in the presence of 10 mg Pd/C (10%) at 50° C. and 3 bar hydrogen pressure until the calculated volume of hydrogen had been taken up. The catalyst was filtered off, the solvent eliminated under reduced pressure and the residue purified by chromatography on silica gel. The product fractions were evaporated down under reduced pressure and dried.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe residue purified by chromatography on silica gel
  3. customThe product fractions were evaporated down under reduced pressure
  4. customdried

Sources & evidence

ORD record
ord-000e88e80d2645c1a97a8dce13d81412
Source dataset
uspto-grants-2010_04
Patent number
US07700589B2

Reaction notes

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