4-Fluoro-3-methoxyaniline → 4-(2-(4-Fluoro-3-methoxyphenylamino)pyridin-3-YL)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine
Reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[O:9][CH3:10].F[C:12]1[C:17]([C:18]2[N:23]=[C:22]([CH3:24])[N:21]=[C:20]([N:25]([CH2:35][C:36]3[CH:41]=[CH:40][C:39]([O:42][CH3:43])=[CH:38][CH:37]=3)[CH2:26][C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=3)[N:19]=2)=[CH:16][CH:15]=[CH:14][N:13]=1>>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:12]2[C:17]([C:18]3[N:23]=[C:22]([CH3:24])[N:21]=[C:20]([N:25]([CH2:26][C:27]4[CH:28]=[CH:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=4)[CH2:35][C:36]4[CH:37]=[CH:38][C:39]([O:42][CH3:43])=[CH:40][CH:41]=4)[N:19]=3)=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:4][C:3]=1[O:9][CH3:10]Participants
3
Procedure
The title compound was prepared in an analogous manner to that described in Example 164 using 4-fluoro-3-methoxyaniline (Combi-Blocks Inc.) and 4-(2-fluoropyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine, and isolated as a brown solid (100%). 1H NMR (400 MHz, d6-DMSO) δ 11.91 (br. s., 1H); 8.80 (br. s., 1H); 8.35 (br. s., 1H); 7.55 (br. s., 1H); 7.24 (br. s., 4H); 7.11 (d, J=1.2 Hz, 1H); 6.77-6.94 (m, 6H); 4.79 (br. s., 4H); 3.77 (br. s., 3H); 3.72 (d, J=10.6 Hz, 6H); 2.56 (br. s., 3H). m/z (ESI, +ve ion) 567.0 (M+H)+.
Sources & evidence
- ORD record
- ord-8272762033404c1c8f6b30aad2be9261
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08362241B2
Reaction notes
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