HCID 23077639, compound → HCID 54683300, compound

HRID 1349492Notes

Reaction equation

HRID 1349492 reaction equation
C([O:8][C:9]1[C:10](=[O:34])[C:11]([C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:12][N:13]2[CH2:18][CH2:17][N:16]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=3)[C:15](=[O:27])[C:14]=12)C1C=CC=CC=1>FC(F)(F)C(O)=O>[ClH:26].[Cl:26][C:22]1[CH:21]=[C:20]([CH:25]=[CH:24][CH:23]=1)[CH2:19][N:16]1[CH2:17][CH2:18][N:13]2[CH:12]=[C:11]([C:28](=[O:33])[C:29]([CH3:31])([CH3:32])[CH3:30])[C:10](=[O:34])[C:9]([OH:8])=[C:14]2[C:15]1=[O:27]

Participants

3

Reactant 1

HCID 23077639HCID 23077639, compound

Product 1

HCID 54683300HCID 54683300, compoundYield 134.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

9-Benzyloxy-2-(3-chlorobenzyl)-7-(2,2-dimethylpropionyl)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,8-dione (43 mg) was dissolved in trifluoroacetic acid (2 ml) and the mixture was stirred at room temperature for 1 hr. The solvent was evaporated and toluene was added, and the mixture was concentrated again. Subsequently, a suitable amount of hydrochloric acid/ethyl acetate solution was added, and the mixture was concentrated again. Ethyl acetate (0.6 ml)-diisopropyl ether (1 ml) was added to the obtained residue and the obtained solid was collected by filtration to give 2-(3-chlorobenzyl)-7-(2,2-dimethylpropionyl)-9-hydroxy-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,8-dione hydrochloride (25.6 mg).

Workup

  1. customThe solvent was evaporated
  2. additiontoluene was added
  3. concentrationthe mixture was concentrated again
  4. additionSubsequently, a suitable amount of hydrochloric acid/ethyl acetate solution was added
  5. concentrationthe mixture was concentrated again
  6. additionEthyl acetate (0.6 ml)-diisopropyl ether (1 ml) was added to the obtained residue
  7. filtrationthe obtained solid was collected by filtration

Sources & evidence

ORD record
ord-1c55efba7eda42c8899f36ffae362bcb
Source dataset
uspto-grants-2007_05
Patent number
US07211572B2

Reaction notes

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