Hydrazine hydrate (1:1) → HCID 117770577, compound

HRID 1526316Notes

Reaction equation

HRID 1526316 reaction equation
[Br:1][C:2]1[C:3](Cl)=[C:4]([C:14]#[N:15])[C:5](=O)[N:6]([CH:8]([CH:10]([CH3:12])[CH3:11])[CH3:9])[CH:7]=1.[OH2:17].[NH2:18][NH2:19].C(=O)([O-])O.[Na+]>C(O)C>[NH2:15][C:14]1[C:4]2[C:5](=[O:17])[N:6]([CH:8]([CH:10]([CH3:12])[CH3:11])[CH3:9])[CH:7]=[C:2]([Br:1])[C:3]=2[NH:19][N:18]=1

Participants

5

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 516892Sodium BicarbonateHCID 117770289HCID 117770289, compound

Product 1

HCID 117770577HCID 117770577, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 5-bromo-4-chloro-1-(3-methylbutan-2-yl)-2-oxo-1,2-dihydropyridine-3-carbonitrile obtained in Step F (386 mg) in ethanol (6.0 mL) was added hydrazine monohydrate (0.094 mL) at room temperature. The reaction mixture was heated at 90° C. for 1 hr, and cooled to room temperature. The reaction mixture was poured into ice water, and the mixture was neutralized with saturated aqueous sodium hydrogen carbonate solution, and extracted with dichloromethane. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (332 mg).

Workup

  1. temperaturecooled to room temperature
  2. extractionextracted with dichloromethane
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-8222b09015f7489d96c968a2e2376d6a
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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