Diethyl Malonate → HCID 67010325, compound

HRID 2194522Notes

Reaction equation

HRID 2194522 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[CH2:5][NH:6][C:7]1[N:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=O.[C:19](OCC)(=[O:26])[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22].N1CCCCC1>C(O)C>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[CH2:5][N:6]1[C:7]2[C:8](=[CH:11][CH:12]=[CH:13][N:14]=2)[CH:9]=[C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:19]1=[O:26]

Participants

5

Reactant 3

HCID 7761Diethyl MalonateHCID 8082PiperidineHCID 86659346HCID 86659346, compound

Product 1

HCID 67010325HCID 67010325, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

7.40 g (30.5 mmol) of 2-(2-methoxybenzylamino)nicotinaldehyde was dissolved in ethanol (100 mL), and 7.34 g (45.8 mmol) of diethyl malonate and 0.95 g (10.0 mmol) of piperidine were added thereto. The resulting mixture was stirred for 48 hours at 100° C. The mixture was cooled, and a solid precipitated thereby was separated by filtration. The solid was washed with hexane, and thus 7.71 g (yield: 75%) of the title compound was obtained as a pale yellow solid.

Workup

  1. temperatureThe mixture was cooled
  2. customa solid precipitated
  3. customthereby was separated by filtration
  4. washThe solid was washed with hexane

Sources & evidence

ORD record
ord-6eba17b76f1b4371bd18c40250724bba
Source dataset
uspto-grants-2012_12
Patent number
US08334236B2

Reaction notes

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