Water → HCID 178518854, compound

HRID 1016398Notes

Reaction equation

HRID 1016398 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[CH:11]=[N:10][N:9]=1.[Br:18]Br.O>C(O)(=O)C>[Br:18][C:16]1[C:15]([OH:17])=[N:14][N:13]2[C:12]=1[CH:11]=[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 3

HCID 962WaterHCID 24408BromineHCID 178515394HCID 178515394, compound

Product 1

HCID 178518854HCID 178518854, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred mixture of 7-(2-fluorophenyl)pyrazolo[1,5-d][1,2,4]triazin-2-ol (0.2508 g, 1.09 mmol) in glacial acetic acid (5 ml) was added dropwise bromine (62 μl, 1.20 mmol) and the mixture was stirred at room temperature for 2.25 h. Water (20 ml) was then added and the resulting solid was collected by filtration, washed with water, and dried under vacuum at 50° C. to yield 0.3054 g (91%) of the title compound as a buff solid; 1H NMR (360 MHz, d6-DMSO) δ 7.43-7.50 (2H, m), 7.72 (1H, m), 7.80 (1H, m), 9.40 (1H, s), 12.67 (1H, s).

Workup

  1. filtrationthe resulting solid was collected by filtration
  2. washwashed with water
  3. customdried under vacuum at 50° C.

Sources & evidence

ORD record
ord-cc0b44ce26a14d02bdceb05387726017
Source dataset
uspto-grants-2002_11
Patent number
US06476030B1

Reaction notes

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