Hydrochloric Acid → 5-Bromo-3-chloro-2-hydrazinylpyrazine
Reaction equation
[Br:1][C:2]1[N:3]=[C:4]([Cl:16])[C:5]([NH:8][NH:9]C(=O)C(F)(F)F)=[N:6][CH:7]=1.Cl.C([O-])(O)=O.[Na+]>CCO.O>[Br:1][C:2]1[N:3]=[C:4]([Cl:16])[C:5]([NH:8][NH2:9])=[N:6][CH:7]=1Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 100 °C
Procedure
N′-(5-bromo-3-chloropyrazin-2-yl)-2,2,2-trifluoroacetohydrazide G-1 (1.59 g; 4.97 mmol) is dissolved in 30 ml EtOH and treated with 3 ml conc. HCl. It is stirred for 2 hours at 100° C. The reaction mixture is cooled down, diluted with water and then the pH adjusted to 8 with saturated NaHCO3 solution. The water phase is extracted with EtOAc, the organic layer dried over MgSO4 and evaporated to dryness.
Workup
- temperatureThe reaction mixture is cooled down
- extractionThe water phase is extracted with EtOAc
- dry with materialthe organic layer dried over MgSO4
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-6b7692bf01ef4c41a46be5e765ea5240
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09266891B2
Reaction notes
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