3-Ethyl-4-hydroxy-5-methyl-benzoic acid → 2-Ethyl-4-[3-(2-ethyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-5-yl]-6-methyl-phenol
Reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([CH3:13])[N:12]=1)[C:6]([NH:8][OH:9])=[NH:7])[CH3:2].[CH2:14]([C:16]1[CH:17]=[C:18]([CH:22]=[C:23]([CH3:26])[C:24]=1[OH:25])[C:19](O)=O)[CH3:15]>>[CH2:14]([C:16]1[CH:17]=[C:18]([C:19]2[O:9][N:8]=[C:6]([C:5]3[CH:10]=[C:11]([CH3:13])[N:12]=[C:3]([CH2:1][CH3:2])[CH:4]=3)[N:7]=2)[CH:22]=[C:23]([CH3:26])[C:24]=1[OH:25])[CH3:15]Participants
3
Procedure
2-Ethyl-4-[3-(2-ethyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-5-yl]-6-methyl-phenol is prepared in analogy to Example 10 by coupling and cyclising 2-ethyl-N-hydroxy-6-methyl-isonicotinamidine with 3-ethyl-4-hydroxy-5-methyl-benzoic acid; LC-MS: tR=0.83 min; [M+1]+=324.15.
Sources & evidence
- ORD record
- ord-dae0c3b1bfc24dba90e471a9d3ea0d2c
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08580824B2
Reaction notes
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