Reaction #57824

Reaction equation

rac-2,2′-bis (diphenylphosphino)-1,1′-binaphthyl

4-Bromo-N-[4-chloro-2-(pyridine-3-carbonyl)-phenyl]-3-fluoro-benzenesulfonamide

potassium phosphate tribasic monohydrate

cis-2,6-dimethyl-morpholine

→

title compound

N-[4-Chloro-2-(pyridine-3-carbonyl)-phenyl]-4-(cis-2,6-dimethyl-morpholine-4-yl]-3-fluoro-benzenesulfonamide

Solvents

DMF

Conditions

Workup

1. 1
   OtherHPLC purification
2. 2
   Othergave a pale yellow compound

Procedure

The title compound was prepared according to the general procedure for the synthesis of heterocyclyl and heteroaryl substituted phenylsulfonyl derivatives previously described, using 4-Bromo-N-[4-chloro-2-(pyridine-3-carbonyl)-phenyl]-3-fluoro-benzenesulfonamide 0.2 g (0.42 mmol), potassium phosphate tribasic monohydrate 0.58 g (2.56 mmol), rac-2,2′-bis (diphenylphosphino)-1,1′-binaphthyl 0.079 g (0.12 mmol), cis-2,6-dimethyl-morpholine 0.24 g (2.13 mmol) and Pd (dba)3 0.057 g (0.06 mmol) in 2 ml DMF. HPLC purification gave a pale yellow compound.

Source