Hydrazine hydrate (1:1) → HCID 178505886, compound

HRID 230203Notes

Reaction equation

HRID 230203 reaction equation
Cl[C:2]1[C:3]([C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[Cl:25])=O)=[N:4][CH:5]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[N:7]=1.O.[NH2:27][NH2:28]>C(O)C>[Cl:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[C:17]1[C:3]2[C:2](=[N:7][C:6]([O:8][C:9]3[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=3[F:16])=[CH:5][N:4]=2)[NH:28][N:27]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59812803[3-Chloro-5-(2,4-difluorophenoxyl)pyrazin-2-yl]-(2-chlorophenyl)methanone

Product 1

HCID 178505886HCID 178505886, compoundYield 42.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of [3-chloro-5-(2,4-difluorophenoxyl)pyrazin-2-yl]-(2-chlorophenyl)methanone (0.73 g, 1.9 mmol, 1.0 eq) in ethanol was added hydrazine hydrate (0.19 mL, 3.8 mmol, 2.0 eq). The resulting mixture was refluxed under nitrogen for 0.5 hours. The reaction mixture was cooled and filtered to give 3-(2-chlorophenyl)-6-(2,4-difluorophenoxy)-1H-pyrazolo[3,4-b]pyrazine (0.285 g, 0.8 mmol, 42% yield) as a solid. MP=240.5-241.5° C. Mass spec. M+1=359.

Workup

  1. temperatureThe resulting mixture was refluxed under nitrogen for 0.5 hours
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-26aec68f38644b4990549e873dc7f6e2
Source dataset
uspto-grants-2009_07
Patent number
US07566708B2

Reaction notes

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