3-Fluoro-4-methoxyaniline → HCID 66611464, compound

HRID 1812032Notes

Reaction equation

HRID 1812032 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][CH3:10])[NH2:5].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:3]=[C:4]([NH:5][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:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

3

Reactant 2

HCID 5811103-Fluoro-4-methoxyanilineHCID 595482404-(2-fluoropyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine

Product 1

HCID 66611464HCID 66611464, compound

Procedure

The title compound was prepared in an analogous manner to that described in Example 164 using 3-fluoro-4-methoxyaniline (Aldrich) 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 11.82 (br. s., 1H); 8.77 (d, J=7.0 Hz, 1H); 8.34 (br. s., 1H); 7.75 (d, J=14.1 Hz, 1H); 7.18-7.31 (m, 4H); 7.11-7.17 (m, 1H); 7.05 (t, J=9.8 Hz, 1H); 6.89 (t, J=7.4 Hz, 5H); 4.81 (d, J=8.6 Hz, 3H); 3.80 (br. s., 3H); 3.72 (d, J=10.4 Hz, 7H); 2.56 (br. s., 3H). m/z (ESI, +ve ion) 567.1 (M+H)+.

Sources & evidence

ORD record
ord-4a179226909f47e793ae9732b409fd96
Source dataset
uspto-grants-2013_01
Patent number
US08362241B2

Reaction notes

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