反応 #80949

反応方程式

hydrogen

cis-4-amino-5-chloro-N-[1-(cyanomethyl)-3-methoxy-4-piperidinyl]-2,3-dihydro-7-benzofurancarboxamide

tetrahydrofuran

→

cis-4-amino-N-[1-(2-aminoethyl)-3-methoxy-4-piperidinyl]-5-chloro-2,3-dihydro-7-benzofurancarboxamide

収率 53.6%

溶媒

methanol

反応条件

後処理

1. 1
   ろ過the catalyst was filtered off
2. 2
   その他the filtrate was evaporated
3. 3
   その他The residue was purified by column chromatography (silica gel; CH2Cl2 /CH3OH(NH3) 93:7)
4. 4
   その他The eluent of the desired fraction was evaporated
5. 5
   その他the residue was crystallized from acetonitrile (to which a few drops of water were added)
6. 6
   ろ過The product was filtered off at 0° C.
7. 7
   その他dried in vacuo at 40° C.

実験手順

A solution of 15.7 parts of cis-4-amino-5-chloro-N-[1-(cyanomethyl)-3-methoxy-4-piperidinyl]-2,3-dihydro-7-benzofurancarboxamide in 178 parts of tetrahydrofuran and 158 parts of methanol was hydrogenated at normal pressure and at room temperature with 6 parts of Raney nickel. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was purified by column chromatography (silica gel; CH2Cl2 /CH3OH(NH3) 93:7). The eluent of the desired fraction was evaporated and the residue was crystallized from acetonitrile (to which a few drops of water were added). The product was filtered off at 0° C. and dried in vacuo at 40° C., yielding 8.5 parts (53.6%) of cis-4-amino-N-[1-(2-aminoethyl)-3-methoxy-4-piperidinyl]-5-chloro-2,3-dihydro-7-benzofurancarboxamide (comp. 35).

出典