Hydrazine hydrate (1:1) → HCID 57399329, compound

HRID 2042599Notes

Reaction equation

HRID 2042599 reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]([CH3:26])([CH3:25])[C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][N:19]2[CH2:23][CH2:22][CH2:21][C@H:20]2[CH3:24])=[CH:11][CH:10]=1)=O)C.O.[NH2:29][NH2:30]>C(#N)C>[CH3:25][C:6]1([CH3:26])[C:7]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][N:19]3[CH2:23][CH2:22][CH2:21][C@H:20]3[CH3:24])=[CH:11][CH:10]=2)=[N:30][NH:29][C:4](=[O:3])[CH2:5]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59651964HCID 59651964, compound

Product 1

HCID 57399329HCID 57399329, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The product from step 4 (0.75 g, 2.1 mmol) and hydrazine hydrate (2.0 mL) in acetonitrile (25 mL) were heated to reflux for 24 h. The reaction was cooled, concentrated and the product recrystallized using Et2O-hexanes to give 600 mg (71%); Mp 118-121; MS m/z 344 (M+H).

Workup

  1. temperatureto reflux for 24 h
  2. temperatureThe reaction was cooled
  3. concentrationconcentrated
  4. customthe product recrystallized
  5. customto give 600 mg (71%)

Sources & evidence

ORD record
ord-e02edbe3bac3479d814468325305f766
Source dataset
uspto-grants-2013_11
Patent number
US08586588B2

Reaction notes

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