Water → HCID 178518855, compound

HRID 1016427Notes

Reaction equation

HRID 1016427 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.[I:18]Cl.O>C(O)(=O)C>[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])[C:16]([I:18])=[C:12]2[CH:11]=[N:10][N:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24640Iodine chlorideHCID 178515394HCID 178515394, compound

Product 1

HCID 178518855HCID 178518855, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a stirred mixture of 7-(2-fluorophenyl)pyrazolo[1,5-d][1,2,4]triazin-2-ol (0.5014 g, 2.18 mmol) in glacial acetic acid (10 ml) was added dropwise a 1.0 M solution of iodine monochloride in glacial acetic acid (3.26 ml, 3.26 mmol) and the mixture was stirred at room temperature for a total of 1.25 h. Water (40 ml) was then added and the resulting solid was collected by filtration, washed with water, and dried under vacuum at 60° C. to yield 0.7345 g (95%) of the title compound as a pale brown solid; 1H NMR (360 MHz, d6 -DMSO) δ 7.42-7.49 (2H, m), 7.71 (1H, m), 7.79 (1H, m), 9.26 (1H, s), 12.48 (1H, s); MS (ES+) m/e 357 [MH]+.

Workup

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

Sources & evidence

ORD record
ord-3a3be19bbfdf4b719898de3a55476e91
Source dataset
uspto-grants-2002_11
Patent number
US06476030B1

Reaction notes

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