HCID 22047951, compound → HCID 178516286, compound

HRID 1831071Notes

Reaction equation

HRID 1831071 reaction equation
C[O:2][C:3]1[N:8]=[CH:7][C:6]([N:9]2[C:13](=[O:14])[CH2:12][CH2:11][C:10]2=[O:15])=[CH:5][CH:4]=1>O1CCCC1>[OH:2][C:3]1[N:8]=[CH:7][C:6]([N:9]2[C:13](=[O:14])[CH2:12][CH2:11][C:10]2=[O:15])=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 22047951HCID 22047951, compound

Product 1

HCID 178516286HCID 178516286, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
180 °C

Procedure

1-(6-Methoxy-pyridin-3-yl)-pyrrolidine-2,5-dione was dissolved in tetrahydrofuran and HCl-gas was bubbled into the solution for 5 minutes. The solvent was evaporated in vacuo and the residue was heated for 10 minutes at 180° C. in a pre-heated kugelrohr oven. After cooling to room temperature the residue was purified by flash column chromatography (SiO2), yielding the title compound (285 mg, 15% yield over two steps).

Workup

  1. customHCl-gas was bubbled into the solution for 5 minutes
  2. customThe solvent was evaporated in vacuo
  3. temperatureAfter cooling to room temperature the residue
  4. customwas purified by flash column chromatography (SiO2)

Sources & evidence

ORD record
ord-48021c627d1f486abb344d773c09a7de
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

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