HCID 86679502, compound → HCID 86679503, compound

HRID 1776547Notes

Reaction equation

HRID 1776547 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([C:7]([O:9]CC2C=CC=CC=2)=[O:8])=[CH:5][C:4]=1[N:19]([CH2:24][CH2:25][N:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1)[S:20]([CH3:23])(=[O:22])=[O:21]>CO.C(Cl)(Cl)Cl.[Pd]>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[N:19]([CH2:24][CH2:25][N:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1)[S:20]([CH3:23])(=[O:22])=[O:21]

Participants

5

Reactant 1

HCID 86679502HCID 86679502, compound

Product 1

HCID 86679503HCID 86679503, compoundYield 58.5%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×HCID 6212ChloroformSolvent

Procedure

Benzyl 4-methoxy-3-(N-(2-morpholinoethyl)methylsulfonamido)benzoate (1.5 g, 3.34 mmol) was dissolved in MeOH (20 ml), then Pd/C 5% (0.33 mmol, 702 mg) was added, and the mixture was hydrogenated in a Parr apparatus (H2:35 psi) for 30 minutes. The reaction was diluted with CHCl3 (300 ml) and MeOH (300 ml) to dissolve the product that precipitated in MeOH, and the catalyst was filtered over a celite pad, and the solvent is evaporated under vacuum, to yield 700 mg of white solid.

Workup

  1. dissolutionto dissolve the product that
  2. customprecipitated in MeOH
  3. filtrationthe catalyst was filtered over a celite pad
  4. customthe solvent is evaporated under vacuum

Sources & evidence

ORD record
ord-1805dc38ee514846a54527a777e199ab
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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