Hydrazine hydrate (1:1) → 1-(5-Bromo-3-phenylpyridin-2-yl)hydrazine

HRID 1958463Notes

Reaction equation

HRID 1958463 reaction equation
O.[NH2:2][NH2:3].[Br:4][C:5]1[CH:6]=[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8](F)=[N:9][CH:10]=1>C(O)(C)C>[Br:4][C:5]1[CH:6]=[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]([NH:2][NH2:3])=[N:9][CH:10]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 120330125-Bromo-2-fluoro-3-phenylpyridine

Product 1

HCID 582078941-(5-Bromo-3-phenylpyridin-2-yl)hydrazine

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
82 °C

Procedure

Hydrazine monohydrate (1.76 mL, 13 mmol) was added into a solution of 5-bromo-2-fluoro-3-phenylpyridine (326 mg, 1.29 mmol) in isopropanol (12 mL) at room temperature. The reaction mixture was heated gradually to 82° C. over 5 h and continued to heat overnight, cooled to room temperature and concentrated to give 1-(5-bromo-3-phenylpyridin-2-yl)hydrazine which was used directly in next step.

Workup

  1. temperatureto heat overnight
  2. temperaturecooled to room temperature
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-38fe4a73c5694452b938a66ce7ce207b
Source dataset
uspto-grants-2013_04
Patent number
US08410128B2

Reaction notes

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