Carbon Tetrachloride → HCID 178505887, compound

HRID 230204Notes

Reaction equation

HRID 230204 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:16]2[C:11](=[N:12][C:13]([O:17][C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=3[F:25])=[CH:14][N:15]=2)[NH:10][N:9]=1.C(Cl)(Cl)(Cl)[Cl:27]>>[Cl:27][C:14]1[N:15]=[C:16]2[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])=[N:9][NH:10][C:11]2=[N:12][C:13]=1[O:17][C:18]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=1[F:25]

Participants

3

Reactant 2

HCID 5943Carbon TetrachlorideHCID 178505886HCID 178505886, compound

Product 1

HCID 178505887HCID 178505887, compound

Procedure

A suspension of 3-(2-chlorophenyl)-6-(2,4-difluorophenoxy)-1H-pyrazolo[3,4-b]pyrazine (2.70 g, 7.5 mmol) in 500 mL carbon tetrachloride was bubbled with chlorine gas for 16 hours at room temperature while stirring. The reaction mixture was concentrated under reduced pressure, and the residue was purified by chromatography (methylene chloride/hexanes 2:3 to 1:0) to give 1.21 g of 5-Chloro-3-(2-chloro-phenyl)-6-(2,4-difluoro-phenoxy)-1H-pyrazolo[3,4-b]pyrazine. Mass spec. M+1=394.

Workup

  1. customwas bubbled with chlorine gas for 16 hours at room temperature
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified by chromatography (methylene chloride/hexanes 2:3 to 1:0)

Sources & evidence

ORD record
ord-176e5b0bf1594003bb2d78d01f5b1938
Source dataset
uspto-grants-2009_07
Patent number
US07566708B2

Reaction notes

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