4-Cyanophenol → 3-[3-(4-Cyano-benzyloxy)-5-(4-cyano-phenoxymethyl)-2-methyl-pyridin-4-yl]-propionic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:26])[CH2:5][CH2:6][C:7]1[C:12]([CH2:13][OH:14])=[CH:11][N:10]=[C:9]([CH3:15])[C:8]=1[O:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=1)[CH3:2].[C:27]([C:29]1[CH:34]=[CH:33][C:32](O)=[CH:31][CH:30]=1)#[N:28]>>[CH2:1]([O:3][C:4](=[O:26])[CH2:5][CH2:6][C:7]1[C:12]([CH2:13][O:14][C:32]2[CH:33]=[CH:34][C:29]([C:27]#[N:28])=[CH:30][CH:31]=2)=[CH:11][N:10]=[C:9]([CH3:15])[C:8]=1[O:16][CH2:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]#[N:25])=[CH:22][CH:23]=1)[CH3:2]Participants
3
Procedure
The coupling of 3-[3-(4-cyano-benzyloxy)-5-hydroxymethyl-2-methyl-pyridin-4-yl]-propionic acid ethyl ester (36) (3.5 g, 9.89 mmol) and 4-cyanophenol (1.2 g, 9.9 mmol), as described in Example 9, gave 3-[3-(4-cyano-benzyloxy)-5-(4-cyano-phenoxymethyl)-2-methyl-pyridin-4-yl]-propionic acid ethyl ester (37) (4.2 g, 91% yield).
Sources & evidence
- ORD record
- ord-c0dc171e1bb84984811c340980fd2a4a
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07812037B2
Reaction notes
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