Réaction #1764382

Équation de réaction

2-Ethanesulfonyl-5-iodo-pyridine

(4-carboxy-3-fluorophenyl)boronic acid

sodium carbonate

→

4-(6-Ethanesulfonyl-pyridin-3-yl)-2-fluoro-benzoic acid

Solvants

dioxane

Conditions de réaction

Traitement

1. 1
   TempératureHeat
2. 2
   Autrethe reaction
3. 3
   Températureto reflux for 4 hours
4. 4
   AutreAfter this time, remove the
5. 5
   Températureheat
6. 6
   Concentrationconcentrate in vacuo
7. 7
   LavageWash with dichloromethane
8. 8
   Extractionwhile extracting with water
9. 9
   Extractionextract with 10% isopropanol/dichloromethane four times
10. 10
    SéchageCombine the organics, dry with sodium sulfate
11. 11
    Autredecant
12. 12
    Concentrationconcentrate in vacuo

Mode opératoire

Procedure VV: To a stirring solution of 2-Ethanesulfonyl-5-iodo-pyridine (1.0 mmol) and (4-carboxy-3-fluorophenyl)boronic acid (1.3 mmol) in dioxane (0.1M), add dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium dichloromethane complex (0.03 mmol) and 2M aqueous sodium carbonate (3.0 mmol). Heat the reaction to reflux for 4 hours. After this time, remove the heat and concentrate in vacuo. Wash with dichloromethane while extracting with water. Acidify the aqueous layer with 1N hydrochloric acid and extract with 10% isopropanol/dichloromethane four times. Combine the organics, dry with sodium sulfate, decant and concentrate in vacuo. MS (m/e): 310.3 (M+1)

Source