反応 #1252

反応方程式

anisole

trifluoroacetic acid

4-t-butoxycarbonylamino-1-(4-chloropyrimidin-2-yl)-4-methylpiperidine

NaOH

→

4-amino-1-(4-chloropyrimidin-2-yl)-4-methylpiperidine

溶媒

methylene chloride

反応条件

後処理

1. 1
   抽出The reaction medium is extracted with methylene chloride
2. 2
   乾燥dried over Na2SO4
3. 3
   その他the solvent and the anisole are evaporated off under reduced pressure
4. 4
   その他The residue is purified by chromatography

実験手順

A solution of 2.22 g (0.0068 mol) of 4-t-butoxycarbonylamino-1-(4-chloropyrimidin-2-yl)-4-methylpiperidine (step c) in 25 ml of anhydrous methylene chloride is cooled under a nitrogen atmosphere and 5 ml of anisole and 25 ml of trifluoroacetic acid are added slowly. The mixture is stirred for 1 hour at room temperature and 25 ml of a 30% solution of NaOH are added slowly. The reaction medium is extracted with methylene chloride and dried over Na2SO4 and the solvent and the anisole are evaporated off under reduced pressure. The residue is purified by chromatography using CH2Cl2 /MeOH=9/1 as the eluent to give 4-amino-1-(4-chloropyrimidin-2-yl)-4-methylpiperidine as the base, which is treated with maleic acid in an ethanol/isopropyl ether mixture. The maleate obtained in this way is isolated by filtration (m.p. 154°-155° C.).

出典