Reaction #8703

Reaction equation

4-[4,6-dichloro-5-(3-methoxy-phenoxy)-pyrimidin-2-yl]-morpholine

2-phenyl-ethanesulfonic acid amide potassium salt

→

2-phenyl-ethanesulfonic acid [6-chloro-5-(3-methoxy-phenoxy)-2-morpholin-4-yl-pyrimidin-4-yl]-amide

Yield 90.3%

Solvents

water

DMSO

Conditions

Workup

1. 1
   Extractionextracted twice with diethyl ether (75 ml) before it
2. 2
   ExtractionThe mixture was extracted twice with EA (150 ml)
3. 3
   WashThe organic phase was washed with water (50 ml)
4. 4
   OtherThe product precipitated upon evaporation of the solvent
5. 5
   OtherThe solid was collected
6. 6
   Washwashed with diethyl ether
7. 7
   Otherdried

Procedure

A solution of 4-[4,6-dichloro-5-(3-methoxy-phenoxy)-pyrimidin-2-yl]-morpholine (1.0 g) and 2-phenyl-ethanesulfonic acid amide potassium salt (1.57 g, Referential Example 1e) in DMSO (15 ml) was stirred at 60° C. for 24 h. The solution was diluted with water (75 ml) and extracted twice with diethyl ether (75 ml) before it was acidified with 10% aq. citric acid. The mixture was extracted twice with EA (150 ml). The organic phase was washed with water (50 ml). The product precipitated upon evaporation of the solvent. The solid was collected, washed with diethyl ether and dried to give 2-phenyl-ethanesulfonic acid [6-chloro-5-(3-methoxy-phenoxy)-2-morpholin-4-yl-pyrimidin-4-yl]-amide (1.28 g) as off-white powder. LC-MS: tR=5.34 min, [M+1]+=505.12, [M−1]−=502.97.

Source