Hydrazine hydrate (1:1) → HCID 178434176, compound

HRID 712504Notes

Reaction equation

HRID 712504 reaction equation
[C:1]([CH:4]1[C:9](=O)[CH2:8][CH2:7][N:6]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:5]1)(=O)[CH3:2].[NH2:18][NH2:19].O>CCO>[CH3:2][C:1]1[C:4]2[CH2:5][N:6]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:8][C:9]=2[NH:19][N:18]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 53393266tert-Butyl 3-acetyl-4-oxopiperidine-1-carboxylate

Product 1

HCID 178434176HCID 178434176, compoundYield 76.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of tert-butyl 3-acetyl-4-oxopiperidine-1-carboxylate (10.00 g, 41.44 mmol, 1.0 eq) in EtOH was added 98% H2NNH2—H2O (3.11 mL, 62.16 mmol, 1.5 eq). The reaction mixture was heated to 90° C. and refluxed for 2.0 h. The resulted mixture was concentrated in vacuo to give two tautomers as yellow oil (7.5 g, 76.5%), and which were used for the next step without further purification. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 238.31 (M+1);

Workup

  1. temperaturerefluxed for 2.0 h
  2. concentrationThe resulted mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-2b80089bd89549628a315f1644c3a0aa
Source dataset
uspto-grants-2015_11
Patent number
US09181277B2

Reaction notes

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