Hydrazine hydrate (1:1) → HCID 15712603, compound

HRID 330920Notes

Reaction equation

HRID 330920 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([O:8][N:9]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:4][CH2:3]1.O.NN>C(O)C.C(Cl)Cl>[NH2:9][O:8][CH:5]1[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15712604HCID 15712604, compound

Product 1

HCID 15712603HCID 15712603, compoundYield 25.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-[(1-methylpiperidin-4-yl)oxy]-1H-isoindole-1,3(2H)-dione 49 (1.18 g, 4.53 mmol) in a mixture of ethanol (3 mL) and DCM (18 mL) was added hydrazine hydrate (0.268 g, 4.53 mmol). The reaction mixture was stirred at room temperature for 4.5 h. Precipitate was filtered off. The filtrate was evaporated and sonicated in ethyl acetate (20 mL). Solid was filtered off and filtrate was evaporated to give the residue which was subjected to chromatography to give 50 (0.15 g, 25%) as a colorless oil.

Workup

  1. filtrationPrecipitate was filtered off
  2. customThe filtrate was evaporated
  3. customsonicated in ethyl acetate (20 mL)
  4. filtrationSolid was filtered off
  5. customfiltrate was evaporated
  6. customto give the residue which

Sources & evidence

ORD record
ord-e7878ae880684d3898aaae223f4e81f6
Source dataset
uspto-grants-2014_11
Patent number
US08877743B2

Reaction notes

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