2-Methoxyethylamine → 4-(5-((2-Methoxyethylamino)methyl)-2-(6-methoxypyridin-3-ylamino)pyridin-3-YL)-6-methyl-1,3,5-triazin-2-amine

HRID 1812131Notes

Reaction equation

HRID 1812131 reaction equation
COC1C=CC(C[N:8](CC2C=CC(OC)=CC=2)[C:9]2[N:14]=[C:13]([CH3:15])[N:12]=[C:11]([C:16]3[C:17]([NH:24][C:25]4[CH:26]=[N:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=4)=[N:18][CH:19]=[C:20]([CH:23]=3)[CH:21]=O)[N:10]=2)=CC=1.[CH3:44][O:45][CH2:46][CH2:47][NH2:48]>>[CH3:44][O:45][CH2:46][CH2:47][NH:48][CH2:21][C:20]1[CH:23]=[C:16]([C:11]2[N:12]=[C:13]([CH3:15])[N:14]=[C:9]([NH2:8])[N:10]=2)[C:17]([NH:24][C:25]2[CH:26]=[N:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=2)=[N:18][CH:19]=1

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 601552675-(4-(Bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde

Product 1

HCID 595482844-(5-((2-Methoxyethylamino)methyl)-2-(6-methoxypyridin-3-ylamino)pyridin-3-YL)-6-methyl-1,3,5-triazin-2-amine

Procedure

The title compound was synthesized following an analogous procedure to Example 220 using 5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde (0.24 g, 0.415 mmol) and 2-methoxyethanamine (Aldrich, St. Louis, Mo.) (0.054 mL, 0.623 mmol). 1H NMR (400 MHz, CDCl3) δ 11.63 (s, 1H); 8.78 (d, J=2.54 Hz, 1H); 8.35 (d, J=2.54 Hz, 1H); 8.24 (d, J=2.54 Hz, 1H); 8.12 (dd, J=8.80, 2.74 Hz, 1H); 6.77 (d, J=8.80 Hz, 1H); 5.63 (s, 2H); 3.94 (s, 3H); 3.78 (s, 2H); 3.52-3.57 (m, 2H); 3.36 (s, 3H); 2.80-2.86 (m, 2H); 2.55 (s, 3H). m/z (ESI, +ve ion) 397.0 (M+H)+.

Sources & evidence

ORD record
ord-1e0d2aec50894e5381057f75b7dc5d31
Source dataset
uspto-grants-2013_01
Patent number
US08362241B2

Reaction notes

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