2-Methoxyethylamine → HCID 59548310, compound

HRID 1812009Notes

Reaction equation

HRID 1812009 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[CH:17]=[C:18]([CH:31]=[O:32])[CH:19]=[N:20][C:21]=3[NH:22][C:23]3[CH:24]=[N:25][C:26]([O:29][CH3:30])=[CH:27][CH:28]=3)[N:10]=2)=CC=1.[CH3:44][O:45][CH2:46][CH2:47][NH2:48]>>[NH2:8][C:9]1[N:14]=[C:13]([CH3:15])[N:12]=[C:11]([C:16]2[CH:17]=[C:18]([C:31]([NH:48][CH2:47][CH2:46][O:45][CH3:44])=[O:32])[CH:19]=[N:20][C:21]=2[NH:22][C:23]2[CH:24]=[N:25][C:26]([O:29][CH3:30])=[CH:27][CH:28]=2)[N:10]=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 59548310HCID 59548310, compound

Procedure

The title compound was prepared in an analogous manner to that described in Example 151 using 5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-((6-methoxy-3-pyridinyl)amino)-3-pyridinecarbaldehyde and 2-methoxyethylamine (Sigma-Aldrich, St. Louis, Mo.), and the desired product 5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-N-(2-methoxyethyl)-6-((6-methoxy-3-pyridinyl)amino)-3-pyridinecarboxamide was isolated as a yellow solid (8% for two steps). 1H NMR (400 MHz, CDCl3) δ 12.08 (s, 1H); 9.19 (d, J=2.54 Hz, 1H); 8.78 (d, J=2.54 Hz, 1H); 8.35 (d, J=2.54 Hz, 1H); 8.12 (dd, J=8.80, 2.74 Hz, 1H); 6.79 (d, J=8.80 Hz, 1H); 6.72-6.76 (m, 1H); 3.95 (s, 3H); 3.66-3.72 (m, 2H); 3.63 (q, J=4.56 Hz, 2H); 3.38 (s, 3H); 2.55 (s, 3H). m/z (ESI, +ve ion) 411.0 (M+H)+.

Workup

  1. customThe title compound was prepared in an analogous manner to that

Sources & evidence

ORD record
ord-fb9f380e64ea4503974d24557cda7a5c
Source dataset
uspto-grants-2013_01
Patent number
US08362241B2

Reaction notes

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