3,4,5-Trifluorophenol → [3-Methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-[4-methoxy-6-(3,4,5-trifluoro-phenoxy)-[1,3,5]triazin-2-yl]-amine

HRID 1942876Notes

Reaction equation

HRID 1942876 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.[F:25][C:26]1[CH:27]=[C:28]([OH:34])[CH:29]=[C:30]([F:33])[C:31]=1[F:32]>C(OCC)(=O)C>[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:34][C:28]3[CH:27]=[C:26]([F:25])[C:31]([F:32])=[C:30]([F:33])[CH:29]=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

4

Reactant 2

HCID 27779433,4,5-TrifluorophenolHCID 86640783(4-Chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

Product 1

HCID 45275078[3-Methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-[4-methoxy-6-(3,4,5-trifluoro-phenoxy)-[1,3,5]triazin-2-yl]-amineYield 25%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

This 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 3,4,5-trifluorophenol in analogy to example 3. Chromatography on silica gel using ethyl acetate as an eluent gave the title compound as a colorless solid in 25% yield.

Sources & evidence

ORD record
ord-be007b1904374a6ba2d1752af9157130
Source dataset
uspto-grants-2013_03
Patent number
US08389717B2

Reaction notes

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