N-{4-[3-(4-t-butyl-benzyl)-ureidomethyl]-2-fluoro-6-vinyl-phenyl}methanesulfonamide → N-{4-[3-(4-t-butylbenzyl)ureidomethyl]-2-ethyl-6-fluorophenyl}methanesulfonamide

HRID 2423350Notes

Reaction equation

HRID 2423350 reaction equation
[C:1]([C:5]1[CH:30]=[CH:29][C:8]([CH2:9][NH:10][C:11](=[O:28])[NH:12][CH2:13][C:14]2[CH:19]=[C:18]([CH:20]=[CH2:21])[C:17]([NH:22][S:23]([CH3:26])(=[O:25])=[O:24])=[C:16]([F:27])[CH:15]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH2:9][NH:10][C:11](=[O:28])[NH:12][CH2:13][C:14]2[CH:15]=[C:16]([F:27])[C:17]([NH:22][S:23]([CH3:26])(=[O:24])=[O:25])=[C:18]([CH2:20][CH3:21])[CH:19]=2)=[CH:29][CH:30]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 2

HCID 11852379N-{4-[3-(4-t-butyl-benzyl)-ureidomethyl]-2-fluoro-6-vinyl-phenyl}methanesulfonamideHCID 178418361HCID 178418361, compound

Product 1

HCID 11851687N-{4-[3-(4-t-butylbenzyl)ureidomethyl]-2-ethyl-6-fluorophenyl}methanesulfonamideYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 887MethanolSolvent

Procedure

N-{4-[3-(4-t-butyl-benzyl)-ureidomethyl]-2-fluoro-6-vinyl-phenyl}methanesulfonamide (15.6 mg, 0.04 mmol) was dissolved in methanol. To the solution was added Pd/C (10 wt. %) and air in the flask was displaced with hydrogen gas. The reaction solution was stirred for 1 hour. After confirming the completion of the reaction with TLC, Pd/C was filtered off through celite. The methanol was removed under reduced pressure and column-chromatographed (n-hexane/ethyl acetate ˜1/1) to yield a white solid (15.8 mg, 100.0%).

Workup

  1. filtrationwas filtered off through celite
  2. customThe methanol was removed under reduced pressure
  3. customcolumn-chromatographed (n-hexane/ethyl acetate ˜1/1)

Sources & evidence

ORD record
ord-6494be783fa84cf58ec68f3733ba02f7
Source dataset
uspto-grants-2011_06
Patent number
US07960584B2

Reaction notes

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