Réaction #1140298

Équation de réaction

HCl

4-borono-2-fluorobenzoic acid

HATU

morpholine

→

crude compound

Rendement 87.3%

(3-Fluoro-4-(morpholine-4-carbonyl)phenyl)boronic acid

Rendement 87.3%

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONThe reaction mixture was poured into ice cold water
2. 2
   Extractionextracted with EtOAc (2×50 mL)
3. 3
   LavageThe organic layer was washed with brine solution (20 mL)
4. 4
   Séchagedried over anhydrous Na2SO4 and solvent
5. 5
   Autrewas evaporated under reduced pressure

Mode opératoire

To a solution of 4-borono-2-fluorobenzoic acid (1.0 g, 5.43 mmol) and HATU (2.0 g, 5.43 mmol) in DMF (20.0 mL) was added morpholine (0.9 g, 10.87 mmol) at room temperature. The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was poured into ice cold water, acidified with 1N HCl, extracted with EtOAc (2×50 mL). The organic layer was washed with brine solution (20 mL), dried over anhydrous Na2SO4 and solvent was evaporated under reduced pressure to afford 1.2 g of crude compound as a colourless gum. Crude compound was directly used for the next step without any further purification.

Source