1-Methylpiperazine → 3-Fluoro-N-(4-{[2-(4-methylpiperazin-1-yl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-piperidin-1-ylbenzamide
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([N:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)[CH:31]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21](S(C)(=O)=O)[N:20]=2)=[CH:10][CH:9]=1)=[O:6].[CH3:38][N:39]1[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]1>>[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([N:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)[CH:31]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21]([N:42]3[CH2:43][CH2:44][N:39]([CH3:38])[CH2:40][CH2:41]3)[N:20]=2)=[CH:10][CH:9]=1)=[O:6]Participants
3
Procedure
Compound is prepared from 3-fluoro-N-[4-(2-methanesulfonyl-pyrimidin-4-yloxy)-naphthalen-1-yl]-5-piperidin-1-yl-benzamide and N-methylpiperazine according to conditions described in general procedure C. Mp: 182-184° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.60 (s, 6 H), 2.13 (s, 2 H), 2.20 (s, 3 H), 2.49-2.54 (m, 2 H), 3.22 (s, 2 H), 3.30 (s, 4 H), 3.48 (s, 2 H), 6.22-6.24 (m, 1 H), 6.97 (d, J=12.8 Hz, 1 H), 7.15 (d, J=8.8 Hz, 1 H), 7.42 (d, J=8.0 Hz, 1 H), 7.48 (s, 1 H), 7.55-7.63 (m, 3 H), 7.84 (d, J=7.3 Hz, 1 H), 7.99 (d, J=8.4 Hz, 1 H), 8.26-8.28 (m, 1 H), 10.45 (s, 1 H).
Sources & evidence
- ORD record
- ord-01f9ad8e04d9447e86451f2d8e6d59dc
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07829560B2
Reaction notes
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