Pyridine → HCID 85213005, compound

HRID 653681Notes

Reaction equation

HRID 653681 reaction equation
[C:1]1(=O)[C:5]2=[CH:6][C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[N:4]2[CH2:3][CH2:2]1.Cl.[NH2:15][OH:16].N1C=CC=CC=1>CCO.O>[N:15](=[C:1]1[C:5]2=[CH:6][C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[N:4]2[CH2:3][CH2:2]1)[OH:16]

Participants

6

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 105590922,3-Dihydro-1H-pyrrolo[1,2-a]indol-1-one

Product 1

HCID 85213005HCID 85213005, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

To a mixture of 2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-one (J. Med. Chem. 1965, 8, 700-2) (2.43 g, 14.2 mmol) and hydroxylamine hydrochloride (2.96 g, 42.6 mmol) in EtOH (60 mL) there was added pyridine (6 mL) and the mixture was heated at 80° C. for 10 minutes. After cooling to room temperature (r.t.), the mixture was diluted with H2O (150 mL) and filtered to afford the oxime as a fluffy white solid, m.p.>220° C.

Workup

  1. temperatureAfter cooling to room temperature (r.t.)
  2. filtrationfiltered

Sources & evidence

ORD record
ord-127f57dc80cf47ccb84933af2fad1fbd
Source dataset
uspto-grants-1992_07
Patent number
US05128364

Reaction notes

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