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

HRID 1929215
Notes
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Reaction equation

HRID 1929215 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-a3d03565db59437aa1ae3c23122c5cba
Source dataset
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08183366B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes