Hydrochloric Acid → HCID 53401839, compound

HRID 1873761Notes

Reaction equation

HRID 1873761 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([CH:8]=O)[CH:5]=[CH:4][CH:3]=1.C(O)(=O)[CH2:11][C:12]([OH:14])=[O:13].N1CCCCC1.Cl>N1C=CC=CC=1>[Br:1][C:2]1[N:7]=[C:6]([CH:8]=[CH:11][C:12]([OH:14])=[O:13])[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 8082PiperidineHCID 27570096-Bromopyridine-2-carbaldehyde

Product 1

HCID 53401839HCID 53401839, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

10 g (53.8 mmol) of 6-bromo-pyridine-2-carbaldehyde were dissolved in 70 ml of pyridine and 6.73 g (64.5 mmol) of malonic acid and 457 mg (5.4 mmol) of piperidine were added. The reaction mixture was boiled under reflux for 6 h. The solution was cooled to room temperature and then poured onto ice. Concentrated hydrochloric acid was added until pH=5, whereupon the product precipitated. The product was isolated by filtration and dried under reduced pressure. Yield: 9.85 g.

Workup

  1. temperatureunder reflux for 6 h
  2. additionpoured onto ice
  3. customprecipitated
  4. customThe product was isolated by filtration
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-a00d812d49ae462f81cf7947bcacb6ed
Source dataset
uspto-grants-2012_11
Patent number
US08304438B2

Reaction notes

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