Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1) → 7-Fluoro-6-{6-[1-(2-morpholin-4-yl-ethyl)-1h-pyrazol-4-yl]-imidazo[1,2-b]pyridazin-3-ylmethyl}-quinoline
Reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][C:3]=1[CH2:12][C:13]1[N:17]2[N:18]=[C:19]([C:22]3[CH:23]=[N:24][N:25]([CH2:27][CH2:28][N:29]4[CH2:33][CH2:32][CH2:31][CH2:30]4)[CH:26]=3)[CH:20]=[CH:21][C:16]2=[N:15][CH:14]=1.Cl.ClCCN1CC[O:41]CC1>>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][C:3]=1[CH2:12][C:13]1[N:17]2[N:18]=[C:19]([C:22]3[CH:23]=[N:24][N:25]([CH2:27][CH2:28][N:29]4[CH2:33][CH2:32][O:41][CH2:31][CH2:30]4)[CH:26]=3)[CH:20]=[CH:21][C:16]2=[N:15][CH:14]=1Participants
3
Reactant 2
Product 1
Procedure
The title compound was prepared in analogy to the compound of Example 231 using 2-chlorethyl-morpholine hydrochloride instead of 1-(2-chlorethyl)pyrrolidine hydrochloride and with a second flash chromatography purification afterwards (tR 3.04 min (conditions 3), MH+=458.2, 1H-NMR in DMSO-d6: 8.84 (m, 1H); 8.44 (s, 1H); 8.33 (d, 1H); 8.09 (m, 2H); 8.01 (d, 1H); 7.76 (d, 1H); 7.62 (m, 1H); 7.52 (d, 1H); 7.46 (dd, 1H); 4.54 (s, 2H); 4.28 (t, 2H); 3.50 (m, 4H); 2.72 (m, 2H); 2.39 (m, 4H)).
Sources & evidence
- ORD record
- ord-631874473f984d70ab2921f1d775d2da
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08822468B2
Reaction notes
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