Piperidine → HCID 962906, compound

HRID 1512034Notes

Reaction equation

HRID 1512034 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.[CH:12](=O)[C:13]1[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=1.N1CCCCC1>CO>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5](/[C:6](=[CH:12]/[C:13]3[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=3)/[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 103713-PyridinecarboxaldehydeHCID 7363446-Chloro-1,3-dihydroindol-2-one

Product 1

HCID 962906HCID 962906, compoundYield 75.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to the method described in Example 1, 6-chlorooxindole (2 g, 11.9 mmol) (Alfa) was reacted with nicotinaldehyde (1.13 mL, 11.9 mmol) (Aldrich) and piperidine (1.18 mL, 11.9 mmol) in methanol to give E/Z-6-chloro-3-pyridin-3-ylmethylene-1,3-dihydro-indol-2-one as a yellow solid (Yield 2.3 g, 75%)

Sources & evidence

ORD record
ord-3b5cde985d5448a2bcbe4c91bd0e9886
Source dataset
uspto-grants-2012_07
Patent number
US08217051B2

Reaction notes

Loading…