HCID 23077584, compound → HCID 54683432, compound

HRID 1349496Notes

Reaction equation

HRID 1349496 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]([Cl:26])=[C:22]([Cl:27])[CH:21]=3)[C:15](=[O:28])[C:14]=12)C1C=CC=CC=1>FC(F)(F)C(O)=O>[Cl:27][C:22]1[CH:21]=[C:20]([CH:25]=[CH:24][C:23]=1[Cl: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 23077584HCID 23077584, compound

Product 1

HCID 54683432HCID 54683432, compoundYield 69.2%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

9-Benzyloxy-2-(3,4-dichlorobenzyl)-7-(thiazol-2-yl)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,8-dione (93 mg) was dissolved in trifluoroacetic acid (2 ml). After leaving at room temperature for 1.5 hr, the mixture was concentrated. Toluene was added to the residue and the mixture was concentrated again, which operations were performed twice. Ethyl acetate was added and the solid was collected by filtration to give 2-(3,4-dichlorobenzyl)-9-hydroxy-7-(thiazol-2-yl)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,8-dione (53 mg).

Workup

  1. customAfter leaving at room temperature for 1.5 hr
  2. concentrationthe mixture was concentrated
  3. additionToluene was added to the residue
  4. concentrationthe mixture was concentrated again
  5. additionEthyl acetate was added
  6. filtrationthe solid was collected by filtration

Sources & evidence

ORD record
ord-3280cdc71e5f4434b5b8a4c1e48b39b2
Source dataset
uspto-grants-2007_05
Patent number
US07211572B2

Reaction notes

Loading…