Water → HCID 69480151, compound

HRID 2364216Notes

Reaction equation

HRID 2364216 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]2[CH:11]=[C:12]([N+:18]([O-:20])=[O:19])[C:13]([C:16]#[N:17])=[N:14][CH:15]=2)[CH:5]=[CH:6][C:7]=1[F:8].O.C([O-])([O-])=[O:23].[K+].[K+]>CC(C)=O>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]2[CH:11]=[C:12]([N+:18]([O-:20])=[O:19])[C:13]([C:16]([NH2:17])=[O:23])=[N:14][CH:15]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 69480951HCID 69480951, compound

Product 1

HCID 69480151HCID 69480151, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 5-[(3,4-difluorophenyl)methyl]-3-nitro-2-pyridinecarbonitrile (3.39 g, 12.32 mmol) in acetone (60 ml), was added water (23 ml), urea-hydrogen peroxide complex (19.69 g, 209 mmol), and K2CO3 (2.04 g, 14.78 mmol). The reaction mixture was stirred at room temperature for 30 minutes and the acetone was evaporated without using heat. The resulting precipitate was collected by filtration and thoroughly washed with water to afford a yellow solid. 1H NMR (d6-DMSO) δ 8.79 (1H, s), 8.33 (1H, s), 8.21 (1H, br s), 7.87 (1H, s), 7.49-7.40 (1H, m), 7.38-7.33 (1H, m), 7.19-7.16 (1H, m), 4.12 (2H, s).

Workup

  1. customthe acetone was evaporated
  2. temperaturewithout using heat
  3. filtrationThe resulting precipitate was collected by filtration
  4. washthoroughly washed with water
  5. customto afford a yellow solid

Sources & evidence

ORD record
ord-4922b30de69d4ba8b83f56d69d349046
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

Loading…