3,4-Dimethoxyaniline → HCID 66611199, compound

HRID 1621626Notes

Reaction equation

HRID 1621626 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[NH2:6].F[C:13]1[C:18]([C:19]2[N:24]=[C:23]([CH3:25])[N:22]=[C:21]([N:26]([CH2:36][C:37]3[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=3)[CH2:27][C:28]3[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=3)[N:20]=2)=[CH:17][CH:16]=[CH:15][N:14]=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:6][C:13]2[C:18]([C:19]3[N:24]=[C:23]([CH3:25])[N:22]=[C:21]([N:26]([CH2:27][C:28]4[CH:29]=[CH:30][C:31]([O:34][CH3:35])=[CH:32][CH:33]=4)[CH2:36][C:37]4[CH:38]=[CH:39][C:40]([O:43][CH3:44])=[CH:41][CH:42]=4)[N:20]=3)=[CH:17][CH:16]=[CH:15][N:14]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

Participants

3

Reactant 2

HCID 227703,4-DimethoxyanilineHCID 595482404-(2-fluoropyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine

Product 1

HCID 66611199HCID 66611199, compound

Procedure

The title compound was prepared in an analogous manner to that described in Example 164 using 3,4-dimethoxyaniline (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 oil (100%). 1H NMR (400 MHz, CDCl3) δ 11.69 (s, 1H); 8.82 (dd, J=7.8, 2.0 Hz, 1H); 8.30 (dd, J=4.7, 1.8 Hz, 1H); 7.31 (d, J=2.2 Hz, 1H); 7.20 (d, J=8.2 Hz, 4H); 6.98 (dd, J=8.6, 2.3 Hz, 1H); 6.78-6.91 (m, 5H); 6.72 (dd, J=7.8, 4.7 Hz, 1H); 4.83 (s, 4H); 3.86 (s, 3H); 3.81 (s, 6H); 3.79 (s, 3H); 2.57 (s, 3H). m/z (ESI, +ve ion) 579.0 (M+H)+.

Sources & evidence

ORD record
ord-b9130e98dc6549bc83fba2304166f7d2
Source dataset
uspto-grants-2014_07
Patent number
US08772480B2

Reaction notes

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