Réaction #155773

Équation de réaction

t-butyl 2-(2-bromo-4-((4-fluorophenylsulfonamido)methyl)phenoxy)acetate

3-cyanophenylboronic acid

K2CO3

→

t-butyl 2-(2-(3-cyanophenyl)-4-((4-fluorophenylsulfonamido)methyl)phenoxy)acetate

Rendement 76.1%

Solvants

dioxane H2O

Conditions de réaction

Traitement

1. 1
   Filtrationfiltered
2. 2
   Concentrationconcentrated in vacuo
3. 3
   Autrepurified by preparative TLC

Mode opératoire

t-butyl 2-(2-bromo-4-((4-fluorophenylsulfonamido)methyl)phenoxy)acetate (7) (64 mg, 0.135 mm ol, 1 eq), 3-cyanophenylboronic acid (30 mg, 0.20 mmol, 1.5 eq), K2CO3 (75 mg, 0.54 mmol, 4 eq), Pd(PPh3)4 (2.3 mg, 0.001 mmol, 0.01 eq) and 4 mL of dioxane/H2O (4:1) were heated to 140° C. for 1 h in a microwave. The mixture was then cooled to room temperature, filtered, concentrated in vacuo, and purified by preparative TLC to give 51 mg (76%) of t-butyl 2-(2-(3-cyanophenyl)-4-((4-fluorophenylsulfonamido)methyl)phenoxy)acetate (8).

Source