Hydrogen Bromide → HCID 178419742, compound

HRID 891949Notes

Reaction equation

HRID 891949 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[N:11][CH:12]=[C:13]([O:15]C)[CH:14]=2)[CH:5]=[CH:6][C:7]=1[F:8].[BrH:17]>>[BrH:17].[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[N:11][CH:12]=[C:13]([OH:15])[CH:14]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 22240163HCID 22240163, compound

Product 1

HCID 178419742HCID 178419742, compoundYield 80%

Procedure

3-(3-Chloro-4-fluoro-phenyl)-5-methoxy-pyridazine (365 mg, 1.53 mmol) in aqueous HBr (48%, 3.6 ml) was heated at 100° C. for 19 hours under argon. The solvent was removed in vacuo and the resulting solid was dissolved in MeOH. The turbid solution was filtered though decalite and the filtrate was concentrated. The crude solid was stirred in MeCl2, filtered and dried to provide 6-(3-chloro-4-fluoro-phenyl)-pyridazin-4-ol hydrobromide (375 mg, 80%) as a beige solid, MS: m/e=225.1 (M+H+).

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionthe resulting solid was dissolved in MeOH
  3. filtrationThe turbid solution was filtered though decalite
  4. concentrationthe filtrate was concentrated
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-5c9ffa14f19a498a94dac6894a26e862
Source dataset
uspto-grants-2006_02
Patent number
US07005432B2

Reaction notes

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