Benzylamine → 3-Benzylamino-6-(3-cyclopentyloxy-4-methoxyphenyl)pyridazine
Reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)[CH:9]=2)=[CH:6][CH:7]=1.[CH2:22]([NH2:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[CH2:22]([NH:29][C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)[CH:9]=2)=[CH:6][CH:7]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1Participants
3
Procedure
14 g (46 mmol) of 3-chloro-6-(3-cyclopentyloxy-4-methoxyphenyl)pyridazine are heated in 74 g (0.69 mol) of benzylamine at 200° C. for 3 hours. The mixture is subsequently poured onto ice and extracted with dichloromethane, and the organic phase is dried with potassium carbonate and then concentrated. Petroleum ether (b.p. 50°-70° C.) is added to the residue, and the resulting precipitate is filtered off with suction and crystallized from ethyl acetate/cyclohexane. 15.9 g (92.4%) of 3-benzylamino-6-(3-cyclopentyloxy-4-methoxyphenyl)pyridazine of m.p. 116° C. are obtained.