Thionyl Chloride → HCID 13769172、化合物

反応式

[C:1]1([C:7]2[CH:16]=[C:15]([CH2:17][CH2:18][C:19]([OH:21])=O)[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)(Cl)=O.[NH:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1>C(Cl)(Cl)Cl.C(OCC)(=O)C>[C:1]1([C:7]2[CH:16]=[C:15]([CH2:17][CH2:18][C:19]([N:26]3[CH2:30][CH2:29][CH2:28][CH2:27]3)=[O:21])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

実験手順

The procedure is as in Example 16, starting with 2-phenyl-4-quinolinepropanoic acid (3 g), thionyl chloride (2.3 cc) in chloroform (150 cc) and pyrrolidine (2.7 cc). The residue is stirred for two hours with silica gel (36 g) in ethyl acetate (80 cc). The silica is removed by filtration and washed with ethyl acetate (7×10 cc). The organic phases are combined and concentrated under reduced pressure. After recrystallization of the residue in ethyl acetate, 1-[3-(2-phenyl-4-quinolyl)propionyl]pyrrolidine (2 g), m.p. 116° C., is obtained.