Hydrazine hydrate (1:1) → HCID 57423910, compound

HRID 2064065Notes

Reaction equation

HRID 2064065 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:22]([O-])=O)=[C:6]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)[CH:7]=1.O.NN>C(O)C.[Ni]>[NH2:22][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][C:6]=1[NH:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 57423909HCID 57423909, compound

Product 1

HCID 57423910HCID 57423910, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

1,1-Dimethylethyl 4-[(5-chloro-2-nitrophenyl)amino]-piperidinecarboxylate D27 (6.3 g) was dissolved in ethanol (100 mL) and Raney nickel (50% aqueous suspension, 5 mL) was added at room temperature; the mixture was heated to 40° C. and hydrazine monohydrate (3.0 mL) was added over 30 min. After 30 min more, the reaction mixture was cooled to room temperature, filtered through Celite and the solvent was evaporated to yield the title compound, 5.8 g.

Workup

  1. temperaturethe reaction mixture was cooled to room temperature
  2. filtrationfiltered through Celite
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-41d00deec6a54e2bbdeab187f2b94f72
Source dataset
uspto-grants-2012_10
Patent number
US08288413B2

Reaction notes

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