Hydrazine → HCID 54187452, compound

HRID 11640

Reaction equation

HRID 11640 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][CH2:21][C:22]([N:24]2[CH2:29][C@H:28]([CH3:30])[N:27]([CH2:31][C:32]3[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=3)[CH2:26][C@H:25]2[CH3:39])=[O:23])=[C:6]([CH:19]=1)[CH2:7][N:8]1C(=O)C2C(=CC=CC=2)C1=O.NN>C(O)C>[NH2:8][CH2:7][C:6]1[CH:19]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=1[O:20][CH2:21][C:22]([N:24]1[CH2:29][C@H:28]([CH3:30])[N:27]([CH2:31][C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=2)[CH2:26][C@H:25]1[CH3:39])=[O:23]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 696554042-(5-chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzyl)-isoindole-1,3-dione

Product 1

HCID 54187452HCID 54187452, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 2-(5-chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzyl)-isoindole-1,3-dione (0.87 g, 1.59 mmol) in ethanol (20 mL) was added 35% hydrazine (3 mL, 33.1 mmol). After 17 hours, the reaction was filtered and concentrated to a tan solid. This solid was triturated with methylene chloride and the title compound was obtained after filtration, drying over magnesium sulfate and concentrating in vacuo (0.62 g).

Workup

  1. filtrationthe reaction was filtered
  2. concentrationconcentrated to a tan solid
  3. customThis solid was triturated with methylene chloride

Sources & evidence

ORD record
ord-3e772f25c01b4b32b32b3bd235b01aab
Source dataset
uspto-grants-2006_08
Patent number
US07098212B2

Linked notes

Loading…