Hydrazine → HCID 57602483, compound

HRID 1787918Notes

Reaction equation

HRID 1787918 reaction equation
[C:1]([C:5]1[CH:22]=[CH:21][C:8]([CH2:9][N:10]2C(=O)C3=CC=CC=C3C2=O)=[C:7]([O:23][CH:24]2[CH2:29][CH2:28][N:27]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:26][CH2:25]2)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].NN>C(O)C.C(Cl)Cl>[C:1]([C:5]1[CH:22]=[CH:21][C:8]([CH2:9][NH2:10])=[C:7]([O:23][CH:24]2[CH2:25][CH2:26][N:27]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:28][CH2:29]2)[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 9321HydrazineHCID 57602474HCID 57602474, compound

Product 1

HCID 57602483HCID 57602483, compoundYield 95.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of N-[4-tert-butyl-2-(1-Boc-piperidin-4-yloxy)benzyl]phthalimide (0.243 g, 0.49 mmol) in 3 mL absolute ethanol was added hydrazine (0.062 mL, 1.98 mmol) at room temperature. The reaction mixture was stirred at room temperature for 2 h, diluted with methylene chloride; and the resulting white solid filtered off. The solvent of the filtrate was evaporated in vacuo. The remaining material was re-dissolved in a minimum amount of chloroform, sonicated, and any additional white solid filtered off. The filtrate was concentrated in vacuo to afford the amine (0.170 g, 95%).

Workup

  1. filtrationand the resulting white solid filtered off
  2. customThe solvent of the filtrate was evaporated in vacuo
  3. dissolutionThe remaining material was re-dissolved in a minimum amount of chloroform
  4. customsonicated
  5. filtrationany additional white solid filtered off
  6. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-00a42f08ec8c43148c1375dbb7365c1d
Source dataset
uspto-grants-2009_03
Patent number
US07511066B2

Reaction notes

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