Pyrrolidine → HCID 67401872, compound

HRID 504601Notes

Reaction equation

HRID 504601 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[C:12]([NH:16][S:17]([CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=1[CH:29]=O)(=[O:19])=[O:18])([CH3:15])([CH3:14])[CH3:13].N1CCCC1>CO>[C:12]([NH:16][S:17]([CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=1/[CH:29]=[C:6]1\[C:7](=[O:11])[NH:8][C:9]2[C:5]\1=[CH:4][CH:3]=[C:2]([Cl:1])[CH:10]=2)(=[O:19])=[O:18])([CH3:15])([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 31268PyrrolidineHCID 7363446-Chloro-1,3-dihydroindol-2-oneHCID 57750141HCID 57750141, compound

Product 1

HCID 67401872HCID 67401872, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

To the mixture of 6-chlorooxindole (3.05 g, 10 mmol) and N-tert-butyl-C-(4-chloro-2-formyl-phenoxy)-methanesulfonamide (1.65 g, 10 mmol)) in methanol (20 mL) was added pyrrolidine (1.41 g, 20 mmol) dropwise. The mixture was then heated at 70° C. for 1 h. After cooled to 4° C., the mixture was filtered and the precipitate was collected, dried to give the title compound (4 g).

Workup

  1. temperatureAfter cooled to 4° C.
  2. filtrationthe mixture was filtered
  3. customthe precipitate was collected
  4. customdried

Sources & evidence

ORD record
ord-9a14679b0dad4b798a3af8c2effec4a6
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

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