N-[4-([1-(Benzyloxycarbonyl)piperidin-4-yl]methoxy)phenyl]methanesulphonamide → N-[4-([Piperidin-4-yl]methoxy)phenyl]methanesulphonamide

HRID 345448Notes

Reaction equation

HRID 345448 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([NH:25][S:26]([CH3:29])(=[O:28])=[O:27])=[CH:21][CH:20]=2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>C(O)C>[NH:11]1[CH2:16][CH2:15][CH:14]([CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([NH:25][S:26]([CH3:29])(=[O:28])=[O:27])=[CH:21][CH:20]=2)[CH2:13][CH2:12]1

Participants

3

Reactant 1

HCID 19992429N-[4-([1-(Benzyloxycarbonyl)piperidin-4-yl]methoxy)phenyl]methanesulphonamide

Product 1

HCID 19992428N-[4-([Piperidin-4-yl]methoxy)phenyl]methanesulphonamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the product of part (iv) (0.15 g) in ethanol was hydrogenated at 50° and 3.5 bar in the presence of 5% palladium on carbon until the required amount of hydrogen had been absorbed. The catalyst was filtered off and washed several times with hot ethanol. The combined filtrate and washings were evaporated to give the product, (0.10 g), m.p. 180°-183°, which was used without further purification.

Workup

  1. customwas hydrogenated at 50°
  2. custom3.5 bar in the presence of 5% palladium on carbon until the required amount of hydrogen had been absorbed
  3. filtrationThe catalyst was filtered off
  4. washwashed several times with hot ethanol
  5. customThe combined filtrate and washings were evaporated
  6. customto give the product, (0.10 g), m.p. 180°-183°, which
  7. customwas used without further purification

Sources & evidence

ORD record
ord-d1fb43a210fb4816950c0975a54ae9ff
Source dataset
uspto-grants-1991_10
Patent number
US05057528

Reaction notes

Loading…