HCID 23077550, compound → HCID 54705338, compound

HRID 1349514Notes

Reaction equation

HRID 1349514 reaction equation
C([O:8][C:9]1[C:10](=[O:34])[C:11]([C:29]2[S:30][CH:31]=[CH:32][N:33]=2)=[CH:12][N:13]2[CH2:18][CH2:17][N:16]([CH2:19][C:20]3[CH:25]=[CH:24][C:23]([F:26])=[C:22]([F:27])[CH:21]=3)[C:15](=[O:28])[C:14]=12)C1C=CC=CC=1>FC(F)(F)C(O)=O>[F:27][C:22]1[CH:21]=[C:20]([CH:25]=[CH:24][C:23]=1[F:26])[CH2:19][N:16]1[CH2:17][CH2:18][N:13]2[CH:12]=[C:11]([C:29]3[S:30][CH:31]=[CH:32][N:33]=3)[C:10](=[O:34])[C:9]([OH:8])=[C:14]2[C:15]1=[O:28]

Participants

3

Reactant 1

HCID 23077550HCID 23077550, compound

Product 1

HCID 54705338HCID 54705338, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

9-Benzyloxy-2-(3,4-difluorobenzyl)-7-(thiazol-2-yl)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,8-dione (35 mg) was dissolved in trifluoroacetic acid (1 ml) and the mixture was stirred at room temperature for 3 hr. Trifluoroacetic acid was evaporated under reduced pressure, toluene was added to the obtained residue and the mixture was concentrated, which operations were performed twice. Ethyl acetate was further added and the obtained solid was collected by filtration to give 2-(3,4-difluorobenzyl)-9-hydroxy-7-(thiazol-2-yl)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,8-dione (14 mg).

Workup

  1. customTrifluoroacetic acid was evaporated under reduced pressure, toluene
  2. additionwas added to the obtained residue
  3. concentrationthe mixture was concentrated
  4. additionEthyl acetate was further added
  5. filtrationthe obtained solid was collected by filtration

Sources & evidence

ORD record
ord-733699b229c245c08a45bf153522866a
Source dataset
uspto-grants-2007_05
Patent number
US07211572B2

Reaction notes

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