2-Methylpyridin-3-ol → [3-Methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-[4-methoxy-6-(2-methyl-pyridin-3-yloxy)-[1,3,5]triazin-2-yl]-amine

HRID 1942885Notes

Reaction equation

HRID 1942885 reaction equation
Cl[C:2]1[N:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH:21]=[C:20]([CH3:22])[N:19]=[CH:18]3)=[C:13]([O:23][CH3:24])[CH:12]=2)[N:3]=1.[OH:25][C:26]1[C:27]([CH3:32])=[N:28][CH:29]=[CH:30][CH:31]=1>>[CH3:24][O:23][C:13]1[CH:12]=[C:11]([NH:10][C:4]2[N:5]=[C:6]([O:8][CH3:9])[N:7]=[C:2]([O:25][C:26]3[C:27]([CH3:32])=[N:28][CH:29]=[CH:30][CH:31]=3)[N:3]=2)[CH:16]=[CH:15][C:14]=1[N:17]1[CH:21]=[C:20]([CH3:22])[N:19]=[CH:18]1

Participants

3

Reactant 2

HCID 707192-Methylpyridin-3-olHCID 86640783(4-Chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

Product 1

HCID 59278675[3-Methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-[4-methoxy-6-(2-methyl-pyridin-3-yloxy)-[1,3,5]triazin-2-yl]-amine

Procedure

The title compound was prepared from (4-chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine and 3-hydroxy-2-methylpyridine in analogy to example 3. It was purified by column chromatography on Si—NH2 gel (Isolute) using ethyl acetate as eluent to give the title compound as a yellowish solid in 34% yield.

Workup

  1. customIt was purified by column chromatography on Si—NH2 gel (Isolute)

Sources & evidence

ORD record
ord-954c88abcd634243b403b8f9c38ee853
Source dataset
uspto-grants-2013_03
Patent number
US08389717B2

Reaction notes

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