5-Formyl-4-methylthiophene-2-carboxylic acid → 3-{4-[5-(5-Formyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenyl}-propionic acid
Reaction equation
[CH:1]([C:3]1[S:7][C:6]([C:8]([OH:10])=O)=[CH:5][C:4]=1[CH3:11])=[O:2].O[NH:13][C:14]([C:16]1[CH:21]=[C:20]([CH3:22])[C:19]([CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[C:18]([CH3:28])[CH:17]=1)=[NH:15]>>[CH:1]([C:3]1[S:7][C:6]([C:8]2[O:10][N:15]=[C:14]([C:16]3[CH:17]=[C:18]([CH3:28])[C:19]([CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[C:20]([CH3:22])[CH:21]=3)[N:13]=2)=[CH:5][C:4]=1[CH3:11])=[O:2]Participants
3
Procedure
The title compound is prepared according to Method A starting from 5-formyl-4-methyl-thiophene-2-carboxylic acid and 3-[4-(N-hydroxycarbamimidoyl)-2,6-dimethyl-phenyl]-propionic acid; LC-MS: tR=1.03 min; [M+1]+=371.04; 1H NMR (D6-DMSO): δ 2.36-2.42 (m, 8H), 2.65 (s, 3H), 2.89-2.95 (m, 2H), 7.70 (s, 2H), 8.06 (s, 1H), 10.16 (s, 1H), 12.26 (m, 1H).
Sources & evidence
- ORD record
- ord-0cbe08e7555e450ab87a64112c0e4918
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08148410B2
Reaction notes
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