Oxindole → HCID 20093490, compound

HRID 274601Notes

Reaction equation

HRID 274601 reaction equation
C([C:3]1[N:4]([CH2:11][C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=2)[C:5]([CH:9]=[O:10])=[C:6](C)[N:7]=1)C.N1C2C(=CC=CC=2)[CH2:24][C:23]1=O>CO.[OH-].[K+]>[CH2:23]([C:14]1[CH:13]=[C:12]([CH2:11][N:4]2[C:5]([CH:9]=[O:10])=[CH:6][N:7]=[CH:3]2)[CH:21]=[CH:20][C:15]=1[C:16]([OH:18])=[O:17])[CH3:24]

Participants

5

Reactant 2

HCID 321710OxindoleHCID 20093509HCID 20093509, compound

Product 1

HCID 20093490HCID 20093490, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14797Potassium HydroxideSolvent

Procedure

A solution of the above ester from Example 11D in MeOH (4 mL) and 4N KOH (1.3 mL) was stirred at room temperature for 18 hours. MeOH was removed, the residue was treated with water, and the solution was adjusted to pH 5. It was extracted with EtOAc and the extract was dried and evaporated to give a pale yellow solid which was used as is for condensation with oxindole.

Workup

  1. customMeOH was removed
  2. additionthe residue was treated with water
  3. extractionIt was extracted with EtOAc
  4. customthe extract was dried
  5. customevaporated
  6. customto give a pale yellow solid which

Sources & evidence

ORD record
ord-73f3b13f7ffb482da7533b59dc36e821
Source dataset
uspto-grants-1995_02
Patent number
US05389661

Reaction notes

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