6-Isobutyl-4-methoxy-pyridine-2-carboxylic acid → 2-Ethyl-4-[5-(6-isobutyl-4-methoxy-pyridin-2-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenol
Reaction equation
[CH2:1]([C:5]1[N:10]=[C:9]([C:11]([OH:13])=O)[CH:8]=[C:7]([O:14][CH3:15])[CH:6]=1)[CH:2]([CH3:4])[CH3:3].[CH2:16]([C:18]1[CH:19]=[C:20]([CH:25]=[C:26]([CH3:29])[C:27]=1[OH:28])[C:21]([NH:23]O)=[NH:22])[CH3:17]>>[CH2:16]([C:18]1[CH:19]=[C:20]([C:21]2[N:23]=[C:11]([C:9]3[CH:8]=[C:7]([O:14][CH3:15])[CH:6]=[C:5]([CH2:1][CH:2]([CH3:3])[CH3:4])[N:10]=3)[O:13][N:22]=2)[CH:25]=[C:26]([CH3:29])[C:27]=1[OH:28])[CH3:17]Participants
3
Procedure
The title compound is prepared in analogy to Example 2 starting from 6-isobutyl-4-methoxy-pyridine-2-carboxylic acid and 3-ethyl-4,N-dihydroxy-5-methyl-benzamidine; LC-MS: tR=1.11 min, [M+H]+=368.12; 1H NMR (CDCl3): δ 0.99 (d, J=6.8 Hz, 6H), 1.32 (t, J=7.8 Hz, 3H), 2.24 (hept, J=6.8 Hz), 2.35 (s, 3H), 2.73 (q, J=7.8 Hz, 2H), 2.78 (d, J=7.3 Hz, 2H), 3.98 (s, 3H), 5.02 (s, 1H), 6.85 (d, J=1.3 Hz, 1H), 7.70 (d, J=1.3 Hz, 1H), 7.89 (s, 2H).
Sources & evidence
- ORD record
- ord-df5029b193d44ef5b6b2a5fe8575bb8f
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08575200B2
Reaction notes
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