Water → HCID 57998836, compound

HRID 1093916Notes

Reaction equation

HRID 1093916 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[C:18](=[O:19])[NH:17][C:12]3=[N:13][CH:14]=[CH:15][N:16]=[C:11]3[C:10]=2[OH:20])[CH:5]=[CH:6][C:7]=1[Cl:8].O.[C:22](OC(=O)C)(=[O:24])[CH3:23]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[C:18](=[O:19])[NH:17][C:12]3=[N:13][CH:14]=[CH:15][N:16]=[C:11]3[C:10]=2[O:20][C:22](=[O:24])[CH3:23])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 57998831HCID 57998831, compound

Product 1

HCID 57998836HCID 57998836, compound

Procedure

Crude 7-(3,4-dichlorophenyl)-8-hydroxy-5H-pyrido[2,3-b]pyrazin-6-one (0.13 g) was heated in acetic anhydride (10 mL) for 3 hours and then allowed to cool and stored at ambient temperature for 16 hours. The reaction mixture was poured onto ice and water, stirred vigorously and extracted with ethyl acetate. The organic extract was washed with water and concentrated. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane 1:1) to give Compound B29 of Table B as a yellow solid (0.077 g).

Workup

  1. temperatureto cool
  2. extractionextracted with ethyl acetate
  3. extractionThe organic extract
  4. washwas washed with water
  5. concentrationconcentrated
  6. customThe residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane 1:1)

Sources & evidence

ORD record
ord-45e34920131c4daea1d102f47c970ffd
Source dataset
uspto-grants-2012_03
Patent number
US08133847B2

Reaction notes

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