Hydrochloric Acid → 4-p-tolyloxy-1H-indole-2-carboxylic acid piperidin-4-ylamide

HRID 2267924Notes

Reaction equation

HRID 2267924 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:17]2[NH:18][C:19]3[C:24]([CH:25]=2)=[C:23]([O:26][C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)[CH:22]=[CH:21][CH:20]=3)=[O:16])[CH2:10][CH2:9]1)C1C=CC=CC=1.Cl>CO.[Pd]>[NH:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:17]2[NH:18][C:19]3[C:24]([CH:25]=2)=[C:23]([O:26][C:27]2[CH:28]=[CH:29][C:30]([CH3:33])=[CH:31][CH:32]=2)[CH:22]=[CH:21][CH:20]=3)=[O:16])[CH2:10][CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 866134894-p-tolyloxy-1H-indole-2-carboxylic acid (1-benzyl-piperidin-4-yl)-amide

Product 1

HCID 668416254-p-tolyloxy-1H-indole-2-carboxylic acid piperidin-4-ylamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

Pd—C (1 g) is placed into a flask filled with argon and covered with methanol. 186 (1.4 g, 3.2 mmol) is dissolved in 100 ml of methanol and 1.6 ml of 2M HCl and added. After hydrogenation at room temperature for 5 h the mixture is filtrated over celite and evaporated.

Workup

  1. additionfilled with argon
  2. filtrationAfter hydrogenation at room temperature for 5 h the mixture is filtrated over celite
  3. customevaporated

Sources & evidence

ORD record
ord-b7fb286d6cad414896089cfaf89397a5
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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