反応 #78339

反応方程式

compound

1-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(pyrrolidin-1-ylcarbonyl)piperid-1-yl]propyl]piperidine Hydrochloride

K2CO3

hydrogen chloride

4-(2-aminothiazol-4-yl)-4-phenylpiperidine

→

expected product

収率 104.5%

3-[3-[4-(2-Aminothiazol-4-yl)-4-phenylpiperid-1-yl]propyl]-1-benzoyl-3-(3,4-dichlorophenyl)piperidine Dihydrochloride Monohydrate

収率 104.5%

溶媒

DMF acetonitrile

反応条件

後処理

1. 1
   温度is refluxed for 2 hours
2. 2
   濃縮The reaction mixture is concentrated under vacuum
3. 3
   抽出extracted with AcOEt
4. 4
   洗浄the organic phase is washed with water
5. 5
   乾燥dried over MgSO4
6. 6
   その他the solvent is evaporated off under vacuum
7. 7
   その他The residue is chromatographed on silica using a gradient of a DCM/MeOH mixture (98/2; v/v to 95/5; v/v) as the eluent
8. 8
   その他The product obtained
9. 9
   その他the precipitate formed
10. 10
    ろ過is filtered off

実験手順

A mixture of 1.04 g of 4-(2-aminothiazol-4-yl)-4-phenylpiperidine (compound of PREPARATION 1.4 in the form of the free base), 1.88 g of the compound obtained in step B of EXAMPLE 1 and 1.1 g of K2CO3 in 20 ml of a DMF/acetonitrile mixture (50/50; v/v) is refluxed for 2 hours. The reaction mixture is concentrated under vacuum, the residue is taken up with water and extracted with AcOEt, the organic phase is washed with water and dried over MgSO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica using a gradient of a DCM/MeOH mixture (98/2; v/v to 95/5; v/v) as the eluent. The product obtained is taken up with ethereal hydrogen chloride and the precipitate formed is filtered off to give 1.2 g of the expected product after crystallization from AcOEt, m.p.=162-164° C.

出典