Sodium Iodide → HCID 19002669, compound

HRID 250758Notes

Reaction equation

HRID 250758 reaction equation
Cl.[N:2]1([CH:7]([OH:9])C)[CH2:6][CH2:5][CH2:4][CH2:3]1.[F:10][C:11]1[CH:12]=[C:13](O)[CH:14]=[C:15]([F:17])[CH:16]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[Na+]>CN(C=O)C>[F:10][C:11]1[CH:12]=[C:13]([CH:14]=[C:15]([F:17])[CH:16]=1)[O:9][CH2:7][N:2]1[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 10796Cesium carbonateHCID 759283,5-DifluorophenolHCID 17981832HCID 17981832, compound

Product 1

HCID 19002669HCID 19002669, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Add pyrrolidin-1-yl-ethanol hydrochloride (1.5 g) to a mixture of 3,5-difluorophenol (1.0 g, 7.68 mmol), cesium carbonate (8.78 g, 26.9 mmol), sodium iodide (1.15 g, 7.67 mmol) in DMF (20 mL). Stir at RT overnight. Concentrate and purify (silica gel chromatography eluting with ethyl acetate:hexane 1:1) to give the desired compound as an oil (0.8 g, 50%).

Workup

  1. concentrationConcentrate
  2. custompurify
  3. wash(silica gel chromatography eluting with ethyl acetate:hexane 1:1)

Sources & evidence

ORD record
ord-66ff448efde6451aa28ee77f4d03bad4
Source dataset
uspto-grants-2011_01
Patent number
US07863310B2

Reaction notes

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