Piperidine → HCID 66772746, compound

HRID 1645276Notes

Reaction equation

HRID 1645276 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.[CH:12]([C:14]1[O:18][C:17]([B:19]([OH:21])[OH:20])=[CH:16][CH:15]=1)=O.N1CCCCC1>CCO>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=[CH:12][C:14]1[O:18][C:17]([B:19]([OH:21])[OH:20])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 1528015-ChlorooxindoleHCID 27343555-Formylfuran-2-boronic acid

Product 1

HCID 66772746HCID 66772746, compoundYield 20.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5-chlorooxindole (999 mg, 5.98 mmol), 5-formylfuran-2-boronic acid (832 mg, 5.98 mmol) and piperidine (0.59 mL, 5.98 mmol) in EtOH (5.0 mL) was stirred at rt 90 min. The resulting precipitate was collected by filtration to yield the desired compound (354 mg). LCMS (ES): m/z 290 [M+1]+.

Workup

  1. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-736c14dbee5f4df9b565bb33d7df3295
Source dataset
uspto-grants-2012_02
Patent number
US08124649B2

Reaction notes

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