تفاعل #682973

معادلة التفاعل

4-borono-2-fluorobenzoic acid

(3-(methylsulfonyl)phenyl)-methanamine

DIEA

TBTU

→

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

المردود 88.3%

المذيبات

water

DMF

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر