Potassium Iodide → HCID 118208444, compound

HRID 595230Notes

Reaction equation

HRID 595230 reaction equation
[I:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.Br[CH2:8][CH:9]1[O:14][C:13](=[O:15])[NH:12][CH2:11][CH2:10]1.C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+]>CN(C=O)C.O>[I:1][C:2]1[CH:3]=[N:4][N:5]([CH2:8][CH:9]2[O:14][C:13](=[O:15])[NH:12][CH2:11][CH2:10]2)[CH:6]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 10796Cesium carbonateHCID 770224-IodopyrazoleHCID 1182088701522241-39-9

Product 1

HCID 118208444HCID 118208444, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 4-iodo-1H-pyrazole (1 g, 5 mmol), 6-(bromomethyl)-1,3-oxazinan-2-one (1 g, 5 mmol), cesium carbonate (3.2 g, 10 mmol) and potassium iodide (20 mg, 0.1 mmol) in DMF (80 mL) was stirred at 80° C. for 12 hours. After cooling to room temperature, the mixture was diluted with water and extracted with DCM. The organic layer was concentrated under reduced pressure to afford 6-((4-iodo-1H-pyrazol-1-yl)methyl)-1,3-oxazinan-2-one. MS ESI calc'd. for C8H11IN3O2 [M+H]+ 308. found 308.

Workup

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with DCM
  3. concentrationThe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bd2bdd438bea45b1999a75196ebc76bd
Source dataset
uspto-grants-2016_01
Patent number
US09242984B2

Reaction notes

Loading…