تفاعل #78339

معادلة التفاعل

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

المردود 104.5%

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

المردود 104.5%

المذيبات

DMF acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةis refluxed for 2 hours
2. 2
   تركيزThe reaction mixture is concentrated under vacuum
3. 3
   استخلاصextracted with AcOEt
4. 4
   غسيلthe organic phase is washed with water
5. 5
   تجفيفdried over MgSO4
6. 6
   أخرىthe solvent is evaporated off under vacuum
7. 7
   أخرىThe 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
   أخرىThe product obtained
9. 9
   أخرىthe precipitate formed
10. 10
    ترشيحis filtered off

الإجراء التجريبي

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.

المصدر