反応 #2273006

反応方程式

1-[4-(4-fluorophenyl)-4-(3-pyridinyl)butyl]-2-piperazinecarboxamide

2-chloro-N-(2,6-dichlorophenyl)acetamide

sodium carbonate

→

3-(amino-carbonyl)-N-(2,6-dichloro-phenyl)-4-[4-(4-fluorophenyl)-4-(3-pyridinyl)-butyl]-1-piperazineacetamide dihydrochloride

収率 32.2%

溶媒

DMF

反応条件

後処理

1. 1
   その他The reaction mixture was evaporated
2. 2
   workup.ADDITIONwater was added to the residue
3. 3
   抽出After extraction with DCM
4. 4
   洗浄the combined organic layers were washed with water
5. 5
   その他dried
6. 6
   ろ過filtered
7. 7
   その他evaporated
8. 8
   その他The residue was purified by column chromatography over silica gel (eluent:CHCl3/CH3OH 95/5)
9. 9
   その他The desired fractions were collected
10. 10
    その他the solvent was evaporated
11. 11
    workup.DISSOLUTIONThe residue was dissolved in 2-propanol
12. 12
    ろ過The salt was filtered off
13. 13
    その他dried

実験手順

A mixture of 1-[4-(4-fluorophenyl)-4-(3-pyridinyl)butyl]-2-piperazinecarboxamide (6.75 g), 2-chloro-N-(2,6-dichlorophenyl)acetamide (5.24 g), sodium carbonate (3.16 g) and DMF (143 ml) was stirred for 4 hours at 70° C. The reaction mixture was evaporated and water was added to the residue. After extraction with DCM, the combined organic layers were washed with water, dried, filtered and evaporated. The residue was purified by column chromatography over silica gel (eluent:CHCl3/CH3OH 95/5). The desired fractions were collected and the solvent was evaporated. The residue was dissolved in 2-propanol and DIPE and converted into the hydrochloride salt. The salt was filtered off and dried, yielding 2.23 g of 3-(amino-carbonyl)-N-(2,6-dichloro-phenyl)-4-[4-(4-fluorophenyl)-4-(3-pyridinyl)-butyl]-1-piperazineacetamide dihydrochloride.monohydrate (compound 14, mp. 226.3° C.).

出典