Piperidine → HCID 54057084, compound

HRID 2120234Notes

Reaction equation

HRID 2120234 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][C:7](=[O:13])[NH:8]2.[CH3:14][C:15]1[N:20]=[C:19]([CH:21]=O)[CH:18]=[CH:17][CH:16]=1.N1CCCCC1>C(O)C>[OH:1][CH2:2][CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6](=[CH:21][C:19]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:14])[N:20]=1)[C:7](=[O:13])[NH:8]2

Participants

5

Reactant 3

HCID 8082PiperidineHCID 707376-Methyl-2-pyridinecarboxaldehydeHCID 109430044-(2-Hydroxyethyl)indolin-2-one

Product 1

HCID 54057084HCID 54057084, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-(2-hydroxy-ethyl)-1,3-dihydro-indol-2-one (89 mg, 0.5 mmol), 6-methyl-2-pyridine-carbaldehyde (61 mg, 0.5 mmol) and piperidine (0.1 mL) in 1.0 mL of ethanol was heated at 100° C. for 1 hour and cooled to room temperature. The precipitate was filtered and recrystallized from ethyl acetate and hexanes to give 4-(2-hydroxy-ethyl)-3-(6-methyl-pyridin-2-ylmethylene)-1,3-dihydro-indol-2-one as a yellow solid.

Workup

  1. temperaturecooled to room temperature
  2. filtrationThe precipitate was filtered
  3. customrecrystallized from ethyl acetate and hexanes

Sources & evidence

ORD record
ord-a6bf925c3bb34a9fb6ba904c1282653a
Source dataset
uspto-grants-2004_02
Patent number
US06689806B1

Reaction notes

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