Sodium Acetate → HCID 21110585, compound

HRID 1766659Notes

Reaction equation

HRID 1766659 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([CH2:8][C:9]2[CH:14]=[C:13]([O:15][C:16]3[C:24]([CH3:25])=[CH:23][C:22]([N+:26]([O-:28])=[O:27])=[C:21]4[C:17]=3[CH2:18][CH2:19][CH2:20]4)[CH:12]=[CH:11][C:10]=2[O:29][CH3:30])=[CH:6][CH:7]=1.C([O-])(=[O:33])C.[Na+]>C(O)(=O)C>[CH3:30][O:29][C:10]1[CH:11]=[CH:12][C:13]([O:15][C:16]2[C:24]([CH3:25])=[CH:23][C:22]([N+:26]([O-:28])=[O:27])=[C:21]3[C:17]=2[CH2:18][CH2:19][CH2:20]3)=[CH:14][C:9]=1[CH2:8][C:5]1[CH:6]=[CH:7][C:2](=[O:33])[NH:3][N:4]=1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 23031262HCID 23031262, compound

Product 1

HCID 21110585HCID 21110585, compoundYield 284.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A suspension of 3-chloro-6-[2-methoxy-5-(5-methyl-7-nitroindan-4-yloxy)benzyl]pyridazine (760 mg) and sodium acetate (50 mg)in acetic acid (10 mL) was heated at reflux temperature under an argon atmosphere for 2 hours. The reaction mixture was evaporated under reduced pressure to dryness. After adding water (15 mL), the residue was stirred for 30 min. The mixture was extracted with dichloromethane. The organic layer was washed with a saturated aqueous of sodium hydrogen carbonate and brine successively, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give 6-[2-methoxy-5-(5-methyl-7-nitroindan-4-yloxy)benzyl]-2H-pyridazine-3-one (707 mg).

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature under an argon atmosphere for 2 hours
  3. customThe reaction mixture was evaporated under reduced pressure to dryness
  4. additionAfter adding water (15 mL)
  5. extractionThe mixture was extracted with dichloromethane
  6. washThe organic layer was washed with a saturated aqueous of sodium hydrogen carbonate and brine successively
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-d3b91fdc452246bfbed860b07c068ccf
Source dataset
uspto-grants-2007_06
Patent number
US07230031B2

Reaction notes

Loading…