HCID 86681667, compound → HCID 86681666, compound

HRID 571253Notes

Reaction equation

HRID 571253 reaction equation
[CH3:1][S:2]([NH:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH2:15][C:16]([O:18]CC1C=CC=CC=1)=[O:17])[CH2:10][CH2:9]2)(=[O:4])=[O:3]>CO.O.[Pd]>[CH3:1][S:2]([NH:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH2:15][C:16]([OH:18])=[O:17])[CH2:10][CH2:9]2)(=[O:3])=[O:4]

Participants

5

Reactant 1

HCID 86681667HCID 86681667, compound

Product 1

HCID 86681666HCID 86681666, compoundYield 83%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of benzyl 2-(5-(methylsulfonamido)indolin-1-yl)acetate (0.565 g, 1.568 mmol) in methanol was added to a suspension of 10% w/w Pd/C (a catalytic amount) in water and the mixture was hydrogenated in a Parr apparatus at 30 psi overnight. The catalyst was filtered off and the filtrate was evaporated to dryness affording 2-(5-(methylsulfonamido)indolin-1-yl)acetic acid (0.351 g, 1.299 mmol, 83% yield). MS/ESI+ 271.0 [MH]+.

Workup

  1. customwas hydrogenated in a Parr apparatus at 30 psi overnight
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-e77e80c4cd0443e6b80029cb78e5ec3f
Source dataset
uspto-grants-2015_05
Patent number
US09024027B2

Reaction notes

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