4-Cyanophenol → 2-(4-Cyanophenoxy)-6-(4-trifluoromethoxyphenoxy)nicotinic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:24])[C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]([F:22])([F:21])[F:20])=[CH:14][CH:13]=2)=[N:7][C:6]=1Cl)[CH3:2].[C:25]([C:27]1[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][CH:28]=1)#[N:26]>>[CH2:1]([O:3][C:4](=[O:24])[C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]([F:22])([F:21])[F:20])=[CH:14][CH:13]=2)=[N:7][C:6]=1[O:33][C:30]1[CH:31]=[CH:32][C:27]([C:25]#[N:26])=[CH:28][CH:29]=1)[CH3:2]Participants
3
Procedure
2-Chloro-6-(4-trifluoromethoxy phenoxy)nicotinic acid ethyl ester (0.3 g, 0.83 mmol) and 4-cyanophenol (98.8 mg, 0.83 mmol) were coupled using the procedure of Example 17(b) to afford 0.23 g of the required product. Percentage purity (LCMS): 82.35%.
Sources & evidence
- ORD record
- ord-b2406b0beaed4f67ae878d506ffc2e92
- Source dataset
- uspto-grants-2014_05
- Patent number
- US08722930B2
Reaction notes
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