Ethanol → HCID 23153667, compound

HRID 1990792Notes

Reaction equation

HRID 1990792 reaction equation
[NH2:1][NH2:2].Cl[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([C:14]2[CH:15]=[N:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)=[N:6][N:5]=1.[CH2:22](O)C>>[CH3:21][O:20][C:17]1[N:16]=[CH:15][C:14]([C:7]2[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:4]3=[N:5][N:6]=[CH:22][N:2]3[N:1]=2)=[CH:19][CH:18]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 9321HydrazineHCID 23153703HCID 23153703, compound

Product 1

HCID 23153667HCID 23153667, compoundYield 51%

Conditions

Temperature
60 °C

Procedure

100 μl (2 mmol) of hydrazine was added to an ethanol solution (10 ml) of 300 mg of 1-chloro-4-(6-methoxypyridin-3-yl)-phthalazine, and the reaction liquid was stirred at 60° C. for 4 hours. The reaction liquid was concentrated under reduced pressure, and formic acid (10 ml) was added to the resulting solid and stirred at 120° C. for 30 minutes. This was concentrated under reduced pressure, aqueous saturated sodium hydrogencarbonate solution was added to the reaction liquid, extracted with chloroform, and the organic layer was washed with saturated saline water. This was dried with anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 141 mg (yield: 51%) of 6-(6-methoxypyridin-3-yl)-[1,2,4]triazolo[3,4-a]phthalazine as a brown solid.

Workup

  1. customthe reaction liquid
  2. customThe reaction liquid
  3. concentrationwas concentrated under reduced pressure, and formic acid (10 ml)
  4. additionwas added to the resulting solid
  5. stirringstirred at 120° C. for 30 minutes
  6. concentrationThis was concentrated under reduced pressure, aqueous saturated sodium hydrogencarbonate solution
  7. additionwas added to the reaction liquid
  8. extractionextracted with chloroform
  9. washthe organic layer was washed with saturated saline water
  10. dry with materialThis was dried with anhydrous sodium sulfate
  11. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-412db43e775b415a92b6b068a821f266
Source dataset
uspto-grants-2010_01
Patent number
US07645756B2

Reaction notes

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