Hydrochloric Acid → 4-(4-Methoxy-phenyl)-1H-indole-2-carboxylic acid piperidin-4-ylamide

HRID 2267917Notes

Reaction equation

HRID 2267917 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]([C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=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]([C:26]2[CH:27]=[CH:28][C:29]([O:32][CH3:33])=[CH:30][CH:31]=2)[CH:22]=[CH:21][CH:20]=3)=[O:16])[CH2:10][CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 668418814-(4-Methoxy-phenyl)-1H-indole-2-carboxylic acid (1-benzyl-piperidin-4-yl)-amide

Product 1

HCID 668417974-(4-Methoxy-phenyl)-1H-indole-2-carboxylic acid piperidin-4-ylamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

179 (4 g, 9.1 mmol) is dissolved in 100 ml of methanol, flushed with argon and, after addition of Pd—C (100 mg) and 2M HCl (5.5 ml, 11 mmol), the mixture is hydrogenated at room temperature for 3 h. The mixture is filtrated over celite and evaporated.

Workup

  1. customflushed with argon
  2. filtrationThe mixture is filtrated over celite
  3. customevaporated

Sources & evidence

ORD record
ord-b52cbfdb8adc43358b98cfea047e3c33
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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