Water → HCID 45274963, compound

HRID 1942873Notes

Reaction equation

HRID 1942873 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[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]([F:35])([F:34])[F:33].C(=O)([O-])[O-].[K+].[K+].O>C(#N)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:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[C:32]([F:33])([F:34])[F:35])[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

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 679582-TrifluoromethylphenolHCID 86640783(4-Chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

Product 1

HCID 45274963HCID 45274963, compoundYield 45.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of (4-chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine (70 mg, 0.2 mmol), 2-hydroxybenzotrifluoride (34 mg, 0.21 mmol) and potassium carbonate (31 mg, 0.22 mmol) in 5 ml acetonitrile was refluxed overnight. Water was added to the mixture. The product was extracted with ethylacetate, concentrated and purified by trituration with diethyl ether to give the title compound as colorless solid (43 mg, 45%).

Workup

  1. temperaturewas refluxed overnight
  2. extractionThe product was extracted with ethylacetate
  3. concentrationconcentrated
  4. custompurified by trituration with diethyl ether

Sources & evidence

ORD record
ord-c1f55fe6196a49e8b41accd2d01cd366
Source dataset
uspto-grants-2013_03
Patent number
US08389717B2

Reaction notes

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