Oxindole → HCID 5353975, compound

HRID 2121439Notes

Reaction equation

HRID 2121439 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[O:10].[CH:11]([N:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=2)[CH2:15][CH2:14]1)=[O:12]>N1CCCCC1.C(O)C>[CH2:18]1[N:13]([CH:11]=[O:12])[CH2:14][CH2:15][N:16]([C:19]2[CH:26]=[CH:25][C:22](/[CH:23]=[C:3]3\[C:4]4[C:9]([NH:1][C:2]\3=[O:10])=[CH:8][CH:7]=[CH:6][CH:5]=4)=[CH:21][CH:20]=2)[CH2:17]1

Participants

5

Reactant 2

HCID 321710OxindoleHCID 10560772HCID 10560772, compound

Product 1

HCID 5353975HCID 5353975, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 133.15 mg (1 mmol) of 2-indolinone, 228.3 mg (1.2 mmol) of 4-(1-formylpiperazin-4-yl)benzaldehyde and 3 drops of piperidine in 2 ml of ethanol was stirred at 90° C. for 5 hr. After cooling, the precipitate was filtered, washed with cold ethanol and dried to yield 199.5 mg (65%) of the title compound as a yellow solid.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate was filtered
  3. washwashed with cold ethanol
  4. customdried

Sources & evidence

ORD record
ord-5d0439ed65f54685acc01fb916888e85
Source dataset
uspto-grants-2004_02
Patent number
US06696448B2

Reaction notes

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