Hydrochloric Acid → HCID 67689927, compound

HRID 728815Notes

Reaction equation

HRID 728815 reaction equation
[C:1]1([CH2:7][N:8](CC2C=CC=CC=2)[CH2:9][CH2:10][N:11]([CH2:25][CH2:26][CH3:27])[C:12](=[O:24])[C:13]2[CH:18]=[CH:17][C:16]([NH:19][S:20]([CH3:23])(=[O:22])=[O:21])=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:35]>CO.[Pd]>[ClH:35].[C:1]1([CH2:7][NH:8][CH2:9][CH2:10][N:11]([CH2:25][CH2:26][CH3:27])[C:12](=[O:24])[C:13]2[CH:14]=[CH:15][C:16]([NH:19][S:20]([CH3:23])(=[O:22])=[O:21])=[CH:17][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 54271686HCID 54271686, compound

Product 1

HCID 67689927HCID 67689927, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

To a solution of 13.09 g (27.3 mmol) N-[2-[bis(phenylmethyl)amino]ethyl]-N-propyl-4-[(methylsulfonyl)amino]benzamide in 75 mL 80% aqueous methanol is added 27.3 mL 1 N HCl and 1.6 g 10% palladium on charcoal. The solution is hydrogenated at 50 psi for 75 minutes. After this time, the reaction mixture is diluted with 100 mL methanol, filtered and the solvents are evaporated to yield the title compound.

Workup

  1. filtrationfiltered
  2. customthe solvents are evaporated

Sources & evidence

ORD record
ord-960dc2ee586d4fe995f232c0415c9c71
Source dataset
uspto-grants-1991_09
Patent number
US05051423

Reaction notes

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