N-Methylfurfurylamine → 3-Fluoro-N-[4-({2-[(2-furylmethyl)(methyl)amino]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].[O:38]1[CH:42]=[CH:41][CH:40]=[C:39]1[CH2:43][NH:44][CH3:45]>>[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:44]([CH2:43][C:39]3[O:38][CH:42]=[CH:41][CH:40]=3)[CH3:45])[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 furan-2-ylmethylmethylamine according to conditions described in general procedure C. Mp: 155-156° C.; 1H NMR (400 MHz, CDCl3) δ 1.61-1.69 (m, 6 H), 3.05 (s, 3 H), 3.25-3.28 (m, 4 H), 4.49 (s, 2 H), 6.12-6.18 (m, 2 H), 6.75 (d, J=11.1 Hz, 1 H), 6.98 (d, J=8.0 Hz, 1 H), 7.25-7.31 (m, 3H), 7.46-7.57 (m, 3 H), 7.88-7.97 (m, 3 H), 8.16-8.21 (m, 2 H).
Sources & evidence
- ORD record
- ord-199f8ba97ff64bfe9132d33c73d83ac1
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07829560B2
Reaction notes
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