Hydrazine hydrate (1:1) → HCID 76739688, compound

HRID 2189062Notes

Reaction equation

HRID 2189062 reaction equation
O.NN.[C:4]([O:8][C:9](=[O:28])[CH2:10][O:11][C@H:12]1[CH2:16][C@H:15]([N:17]2C(=O)C3C(=CC=CC=3)C2=O)[CH:14]=[CH:13]1)([CH3:7])([CH3:6])[CH3:5]>C(O)C>[C:4]([O:8][C:9](=[O:28])[CH2:10][O:11][CH:12]1[CH2:16][CH:15]([NH2:17])[CH:14]=[CH:13]1)([CH3:7])([CH3:5])[CH3:6]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58280210HCID 58280210, compound

Product 1

HCID 76739688HCID 76739688, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Add 22 μl (0.545 mmol) of hydrazine monohydrate to 120 mg (0.349 mmol) of trans-{[4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)cyclopent-2-en-1-yl]oxy}acetic acid tert-butyl ester in 0.3 ml of ethanol. Heat the mixture under reflux for 15 min. This forms a voluminous precipitate. After cooling, remove it by filtration and wash it with a little ethanol. Concentrate the filtrate under reduced pressure and use the resulting product (74 mg) without further purification.

Workup

  1. temperatureHeat the mixture
  2. temperatureunder reflux for 15 min
  3. temperatureAfter cooling
  4. customremove it
  5. filtrationby filtration
  6. washwash it with a little ethanol
  7. concentrationConcentrate the filtrate under reduced pressure
  8. customwithout further purification

Sources & evidence

ORD record
ord-7b0d6962b4e74e9c9c77a41bd72d2daa
Source dataset
uspto-grants-2012_12
Patent number
US08324222B2

Reaction notes

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