Hydrazine hydrate (1:1) → HCID 57561745, compound

HRID 1366933Notes

Reaction equation

HRID 1366933 reaction equation
O.[NH2:2][NH2:3].[CH2:4]([O:6][C:7](=[O:22])[C:8](=O)[CH2:9][C:10](=O)[CH2:11][C@@H:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:13])[CH3:5]>CCO>[CH2:4]([O:6][C:7]([C:8]1[CH:9]=[C:10]([CH2:11][C@@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:13])[NH:3][N:2]=1)=[O:22])[CH3:5]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 57435107HCID 57435107, compound

Product 1

HCID 57561745HCID 57561745, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine hydrate (0.126 mL, 2.59 mmol) was added to a stirring room temperature solution of 78 0.0.6895 g, 2.63 mmol) in EtOH (2.6 mL, 1 M) under N2. The reaction was then heated to reflux until judged complete by HPLC (45 min): The reaction was concentrated and purified with 9:1 to 8:1 Hexanes:(3:1 CH2Cl2:2N NH3 in EtOH) to achieve 0.6153 g (90.6%) of 79. HPLC: 10.001 min.

Workup

  1. temperatureThe reaction was then heated
  2. temperatureto reflux
  3. customuntil judged complete by HPLC (45 min)
  4. concentrationThe reaction was concentrated
  5. custompurified with 9:1 to 8:1 Hexanes
  6. custom10.001 min.

Sources & evidence

ORD record
ord-bcbf9d3974754995858de0655f7e1018
Source dataset
uspto-grants-2011_02
Patent number
US07893098B2

Reaction notes

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