Ethyl 3-methyl-5-(2-oxo-3-(2-oxo-2-phenylethyl)imidazolidin-1-yl)thiophene-2-carboxylate → 3-Methyl-5-(2-oxo-3-(2-oxo-2-phenylethyl)imidazolidin-1-yl)thiophene-2-carboxylic acid
Reaction equation
CC1C=C(N2CCN(CCOC3C=CC=CC=3)C2=O)SC=1C(OCC)=O.[CH3:27][C:28]1[CH:32]=[C:31]([N:33]2[CH2:37][CH2:36][N:35]([CH2:38][C:39](=[O:46])[C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[C:34]2=[O:47])[S:30][C:29]=1[C:48]([O:50]CC)=[O:49]>>[CH3:27][C:28]1[CH:32]=[C:31]([N:33]2[CH2:37][CH2:36][N:35]([CH2:38][C:39](=[O:46])[C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[C:34]2=[O:47])[S:30][C:29]=1[C:48]([OH:50])=[O:49]Participants
3
Reactant 2
Product 1
Procedure
Following the procedure as described in Example 54, making variations as required to replace ethyl 3-methyl-5-(2-oxo-3-(2-phenoxyethyl)imidazolidin-1-yl)-thiophene-2-carboxylate with ethyl 3-methyl-5-(2-oxo-3-(2-oxo-2-phenylethyl)-imidazolidin-1-yl)thiophene-2-carboxylate, the title compound was obtained as a yellow solid in 58% yield: 1H NMR (300 MHz, DMSO-d6) δ 12.36 (br s, 1H), 8.02 (d, J=7.3 Hz, 2H), 7.74-7.67 (m, 1H), 7.61-7.54 (m, 2H), 6.34 (s, 1H), 4.85 (s, 2H), 3.97-3.88 (m, 2H), 3.67-3.58 (m, 2H), 2.41 (s, 3H); MS (ES+) m/z 345.3 (M+1).
Sources & evidence
- ORD record
- ord-6b535ebc5f74436c968e38ad7d520317
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08063084B2
Reaction notes
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