Réaction #682973

Équation de réaction

4-borono-2-fluorobenzoic acid

(3-(methylsulfonyl)phenyl)-methanamine

DIEA

TBTU

→

3-fluoro-4-(3-(methylsulfonyl)benzylcarbamoyl)-phenylboronic acid

Rendement 88.3%

Solvants

water

DMF

Conditions de réaction

Traitement

1. 1
   Autreprecipitated out as gum
2. 2
   Autrethe supernatant was separated via centrifugation
3. 3
   Autrethe gummy residue was sonicated with water (3 mL)
4. 4
   Autrethe gummy residue was further dried under high vacuum

Mode opératoire

A mixture of 4-borono-2-fluorobenzoic acid (218 mg, 1.2 mmol), (3-(methylsulfonyl)phenyl)-methanamine (200 mg, 1.08 mmol), DIEA (0.754 mL, 4.32 mmol) and TBTU (381 mg, 1.2 mmol) in DMF (2 mL) was stirred at room temperature for 2 days, then the reaction mixture was diluted with water (10 mL), and product precipitated out as gum, and the supernatant was separated via centrifugation, and the gummy residue was sonicated with water (3 mL), and the gummy residue was further dried under high vacuum yielding 3-fluoro-4-(3-(methylsulfonyl)benzylcarbamoyl)-phenylboronic acid (335 mg, 88%) as white foam. LCMS (m/z): 352.1 (MH+), 0.51 min.

Source