Methanol → HCID 57682769, compound

HRID 494999Notes

Reaction equation

HRID 494999 reaction equation
CO.O1CCCC1.C([O:15][C:16]1[C:21]([C:22]([NH:24][CH3:25])=[O:23])=[CH:20][CH:19]=[C:18]([O:26][CH3:27])[C:17]=1[CH2:28][CH2:29][N:30]1[CH2:35][CH2:34][CH:33]([N:36]2[C:44]3[C:39](=[CH:40][CH:41]=[C:42]([C:45]([NH2:47])=[O:46])[CH:43]=3)[CH:38]=[CH:37]2)[CH2:32][CH2:31]1)C1C=CC=CC=1>[Pd]>[OH:15][C:16]1[C:21]([C:22]([NH:24][CH3:25])=[O:23])=[CH:20][CH:19]=[C:18]([O:26][CH3:27])[C:17]=1[CH2:28][CH2:29][N:30]1[CH2:35][CH2:34][CH:33]([N:36]2[C:44]3[C:39](=[CH:40][CH:41]=[C:42]([C:45]([NH2:47])=[O:46])[CH:43]=3)[CH:38]=[CH:37]2)[CH2:32][CH2:31]1

Participants

5

Reactant 3

HCID 887MethanolHCID 8028TetrahydrofuranHCID 57682824HCID 57682824, compound

Product 1

HCID 57682769HCID 57682769, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

15 ml of methanol and 10 ml of tetrahydrofuran were added to and dissolved in 486 mg of 1-(1-(2-(2-(benzyloxy)-6-methoxy-3-((methylamino)carbonyl)phenyl)ethyl)piperidin-4-yl)-1H-indole-6-carboxamide. Thereafter, 74 mg of 10% Pd—C (containing water) was added thereto, and the obtained mixture was then stirred at room temperature under hydrogen atmosphere overnight. Thereafter, Pd—C was removed by filtration, and the solvent was removed under a reduced pressure, so as to obtain 408 mg of the subject compound.

Workup

  1. customThereafter, Pd—C was removed by filtration
  2. customthe solvent was removed under a reduced pressure

Sources & evidence

ORD record
ord-91cafb84c28b4cf8b1577b4afd28299c
Source dataset
uspto-grants-2009_05
Patent number
US07538123B2

Reaction notes

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