Reaction #8698

Reaction equation

4,6-dichloro-5-(2-methoxyphenoxy)-2-(4-pyridyl)-pyrimidine

2-phenyl-ethanesulfonic acid amide potassium salt

→

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

Yield 78.1%

Solvents

DMF

Conditions

Workup

1. 1
   OtherBulk of the solvent was evaporated before it
2. 2
   workup.ADDITIONwas diluted with diethyl ether (50 ml)
3. 3
   OtherThe precipitate that formed
4. 4
   Otherwas collected
5. 5
   Washwashed with diethyl ether (100 ml)
6. 6
   Otherdried

Procedure

A solution of 4,6-dichloro-5-(2-methoxyphenoxy)-2-(4-pyridyl)-pyrimidine (2 g) and 2-phenyl-ethanesulfonic acid amide potassium salt (2.82 g, Referential Example 1e) in DMF (50 ml) was stirred at rt for 16 h. Bulk of the solvent was evaporated before it was diluted with diethyl ether (50 ml). The mixture was acidified with 10% aq. citric acid. The precipitate that formed was collected, washed with diethyl ether (100 ml) and dried to give 2-phenyl-ethanesulfonic acid [6-chloro-5-(2-methoxy-phenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide (2.23 g) as a beige powder. LC-MS: tR=4.93 min, [M+1]+=497.22, [M−1]−=494.96.

Source