반응 #80307

반응 방정식

2-chloro-3-pyridinecarbonitrile

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

sodium carbonate

→

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

수율 35.4%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타The solvent was evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in trichloromethane
3. 3
   세척The organic layer was washed with water
4. 4
   기타dried
5. 5
   여과filtered
6. 6
   기타evaporated
7. 7
   기타The residue was purified by column chromatography (silica gel; CHCl3 /CH3OH(NH3)98:2)
8. 8
   기타The eluent of the desired fraction was evaporated
9. 9
   기타the residue was crystallized from 2,2'-oxybispropane
10. 10
    기타The product was dried in vacuo at 60° C.

실험 절차

A mixture of 1.4 parts of 2-chloro-3-pyridinecarbonitrile, 3.2 parts of cis-4-amino-N-[1-(4-aminobutyl)-3-methoxy -4-piperidinyl]-5-chloro-2,3-dihydro-7-benzofurancarboxamide, 65.8 parts of N,N-dimethylformamide and 1.3 parts of sodium carbonate was stirred for 20 hours at 70° C. The solvent was evaporated and the residue was dissolved in trichloromethane. The organic layer was washed with water, dried, filtered and evaporated. The residue was purified by column chromatography (silica gel; CHCl3 /CH3OH(NH3)98:2). The eluent of the desired fraction was evaporated and the residue was crystallized from 2,2'-oxybispropane. The product was dried in vacuo at 60° C., yielding 1.44 parts (35.4%) of cis-4-amino-5-chloro-N-[1-[4-[(3-cyano-2-pyridinyl)-amino]butyl]-3-methoxy-4-piperidinyl]-2,3-dihydro-7-benzofurancarboxamide hemihydrate; mp. 129.7° C. (comp. 6).

출처