{[(6-Benzenesulfonyl-naphthalen-1-ylmethyl)-carbamoyl]-methyl}-methyl-carbamic acid benzyl ester → N-(6-benzenesulfonyl-naphthalen-1-ylmethyl)-2-methylamino-acetamide

HRID 1715065Notes

Reaction equation

HRID 1715065 reaction equation
C(O[C:9](=O)[N:10]([CH2:12][C:13](=[O:35])[NH:14][CH2:15][C:16]1[C:25]2[C:20](=[CH:21][C:22]([S:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)(=[O:28])=[O:27])=[CH:23][CH:24]=2)[CH:19]=[CH:18][CH:17]=1)C)C1C=CC=CC=1>CO.C(O)=O.[Pd]>[C:29]1([S:26]([C:22]2[CH:21]=[C:20]3[C:25](=[CH:24][CH:23]=2)[C:16]([CH2:15][NH:14][C:13](=[O:35])[CH2:12][NH:10][CH3:9])=[CH:17][CH:18]=[CH:19]3)(=[O:28])=[O:27])[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

5

Reactant 1

HCID 59028785{[(6-Benzenesulfonyl-naphthalen-1-ylmethyl)-carbamoyl]-methyl}-methyl-carbamic acid benzyl ester

Product 1

HCID 59028776N-(6-benzenesulfonyl-naphthalen-1-ylmethyl)-2-methylamino-acetamide

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 284Formic AcidSolventHCID 887MethanolSolvent

Procedure

To a stirring solution of {[(6-Benzenesulfonyl-naphthalen-1-ylmethyl)-carbamoyl]-methyl}-methyl-carbamic acid benzyl ester in methanol and formic acid at room temperature is added palladium on carbon. The mixture is stirred at room temperature, filtered thru Celite, and the filtrate is concentrated to give N-(6-benzenesulfonyl-naphthalen-1-ylmethyl)-2-methylamino-acetamide.

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-d6335fbcc22a42f3b08184c090cd2045
Source dataset
uspto-grants-2010_09
Patent number
US07799797B2

Reaction notes

Loading…