Hydrazine hydrate (1:1) → HCID 117770001, compound

HRID 1526330Notes

Reaction equation

HRID 1526330 reaction equation
[Br:1][C:2]1[C:3](Cl)=[C:4]([C:17]#[N:18])[C:5](=O)[N:6]([C:8]2[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=2[F:15])[CH:7]=1.[OH2:20].[NH2:21][NH2:22]>C(O)C>[NH2:18][C:17]1[C:4]2[C:5](=[O:20])[N:6]([C:8]3[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=3[F:15])[CH:7]=[C:2]([Br:1])[C:3]=2[NH:22][N:21]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 117769919HCID 117769919, compound

Product 1

HCID 117770001HCID 117770001, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 5-bromo-4-chloro-1-(2,6-difluorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile obtained in Step F (270 mg) in ethanol (10 mL) was added hydrazine monohydrate (0.135 mL) at room temperature. The reaction mixture was heated overnight at 90° C., and cooled to room temperature. The reaction mixture was concentrated under reduced pressure, to the residue was added water, and the mixture was extracted with ethyl acetate. 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. concentrationThe reaction mixture was concentrated under reduced pressure, to the residue
  3. additionwas added water
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialThe extract was dried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-9e64a6bc3a0c4ca3b1285839e1a10a63
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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