Bromine → HCID 178433943, compound

HRID 985441Notes

Reaction equation

HRID 985441 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]2[N:14]=[C:15]([OH:17])[CH:16]=[C:12]2[C:11]([CH3:18])=[N:10][N:9]=1.[Br:19]Br>C(O)(=O)C.O>[Br:19][C:16]1[C:15]([OH:17])=[N:14][N:13]2[C:12]=1[C:11]([CH3:18])=[N:10][N:9]=[C:8]2[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[F:1]

Participants

5

Reactant 2

HCID 24408BromineHCID 178433944HCID 178433944, compound

Product 1

HCID 178433943HCID 178433943, compoundYield 94.5%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a stirred solution of 7-(2-fluorophenyl)-2-hydroxy-4-methylpyrazolo[1,5-d][1,2,4]triazine (1.48 g, 6.06 mmol) in glacial acetic acid (20 ml) was added, dropwise, bromine (0.343 ml, 6.66 mmol) and the mixture was stirred at room temperature for 20 min. The mixture was then diluted with water (80 ml) and the resulting solid was collected by filtration, washed with water and dried at 60° C. under vacuum to afford 1.85 g (94%) of the title compound as a cream solid: 1NMR (360 MHz, DMSO-d6) δ 2.88 (3H, s), 7.42-7.47 (2H, m), 7.67-7.76 (2H, m); MS (ES+) m/e 323/325 [M+H]+.

Workup

  1. filtrationthe resulting solid was collected by filtration
  2. washwashed with water
  3. customdried at 60° C. under vacuum

Sources & evidence

ORD record
ord-e119d8eabf0346b4acc3a0150654dc50
Source dataset
uspto-grants-2005_03
Patent number
US06872720B2

Reaction notes

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