Einecs 211-027-4 → 3-Hydroxy-indeno[1,2-b]pyridin-5-one

HRID 541151Notes

Reaction equation

HRID 541151 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:15](=[O:16])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:6]2=[N:7][CH:8]=1.[Cl-].[NH+]1C=CC=CC=1>N1C=CC=CC=1>[OH:2][C:3]1[CH:4]=[C:5]2[C:15](=[O:16])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:6]2=[N:7][CH:8]=1

Participants

4

Reactant 2

HCID 69401Einecs 211-027-4HCID 594930653-Methoxy-indeno[1,2-b]pyridin-5-one

Product 1

HCID 594925083-Hydroxy-indeno[1,2-b]pyridin-5-oneYield 10.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
180 °C

Procedure

Under an argon atmosphere, 3-methoxy-indeno[1,2-b]pyridin-5-one (0.545 g) and pyridinium chloride (5.89 g) were mixed with pyridine (1.0 ml). The reaction mixture was stirred with heating at 180° C. for 30 min while evaporating pyridine, and further stirred with heating at 200° C. for 4 hr. The mixture was cooled to room temperature, water was added and the mixture was stirred for 30 min. This slurry was filtered, and the obtained solid was dried under reduced pressure to give the title compound (0.054 g). The obtained solid was used for the next reaction without further purification.

Workup

  1. customwhile evaporating pyridine
  2. stirringfurther stirred
  3. temperaturewith heating at 200° C. for 4 hr
  4. temperatureThe mixture was cooled to room temperature
  5. additionwater was added
  6. stirringthe mixture was stirred for 30 min
  7. filtrationThis slurry was filtered
  8. customthe obtained solid was dried under reduced pressure

Sources & evidence

ORD record
ord-f428e289ddec4cc284fdab8226f447db
Source dataset
uspto-grants-2014_10
Patent number
US08871934B2

Reaction notes

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