Malonic Acid → HCID 67209080, compound

HRID 2207868Notes

Reaction equation

HRID 2207868 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=O)=[N:6][CH:7]=1.C(O)(=O)[CH2:11][C:12]([OH:14])=[O:13].N1CCCCC1>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[CH:11][C:12]([OH:14])=[O:13])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 867Malonic AcidHCID 8082PiperidineHCID 98775625-Bromopyridine-2-carbaldehyde

Product 1

HCID 67209080HCID 67209080, compoundYield 53.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

5-Bromo-pyridin-2-carbaldehyde (2.0 g, 10.6 mmol), malonic acid (2.5 g, 24.2 mmol), and piperidine (0.9 mL, 9.0 mmol) were added to pyridine (6.5 mL). The reaction mixture was stirred at 100° C. for 1 hour and then concentrated under reduced pressure. Distilled water was added to the reaction mixture, which was then filtered. The resulting solid was dried under reduced pressure to give 1.3 g of the titled compound as a brown solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionDistilled water was added to the reaction mixture, which
  3. filtrationwas then filtered
  4. customThe resulting solid was dried under reduced pressure

Sources & evidence

ORD record
ord-99cf9a3d88f74b368f251c4ada4866ce
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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