HCID 86679497, compound → HCID 86679498, compound

HRID 1776542Notes

Reaction equation

HRID 1776542 reaction equation
[NH2:1][C:2](=[O:27])[CH2:3][N:4]([C:9]1[CH:10]=[C:11]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[C:12]([O:14]CC1C=CC=CC=1)=[O:13])[S:5]([CH3:8])(=[O:7])=[O:6]>CO.C(Cl)(Cl)Cl.[Pd]>[NH2:1][C:2](=[O:27])[CH2:3][N:4]([C:9]1[CH:10]=[C:11]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[C:12]([OH:14])=[O:13])[S:5]([CH3:8])(=[O:7])=[O:6]

Participants

5

Reactant 1

HCID 86679497HCID 86679497, compound

Product 1

HCID 86679498HCID 86679498, compoundYield 89%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

Benzyl 3-(N-(2-amino-2-oxoethyl)methylsulfonamido)-4-methoxybenzoate (220 mg, 0.561 mmol) was dissolved in MeOH (20 ml) and CHCl3 (5 ml), then Pd/C 5% (119 mg, 0.056 mmol) was added. The solution was shaken under hydrogen atmosphere at 30 psi on a Parr apparatus for 30 minutes. The catalyst was filtered off and the solvent removed under vacuum to give 3-(N-(2-amino-2-oxoethyl)methylsulfonamido)-4-methoxybenzoic acid (150 mg, 89% yield).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-f7da305a40ab4e698ceeb4a3624bda1e
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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