Octylamine → HCID 11591372, compound
Reaction equation
[CH2:1]([NH2:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C([O:12][C:13]([C:15]1[S:16][C:17]([N:20]2[CH2:25][CH2:24][N:23]([C:26](=[O:37])[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:33]([F:36])([F:35])[F:34])[CH2:22][CH2:21]2)=[N:18][N:19]=1)=O)C>>[CH2:1]([NH:9][C:13]([C:15]1[S:16][C:17]([N:20]2[CH2:21][CH2:22][N:23]([C:26](=[O:37])[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:33]([F:36])([F:35])[F:34])[CH2:24][CH2:25]2)=[N:18][N:19]=1)=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]Participants
Procedure
Following the procedure as described in Example 3, making variations only as required to use n-octylamine in place of isoamylamine to react with 5-[4-(2-trifluoromethylbenzoyl)piperazin-1-yl][1,3,4]thiadiazole-2-carboxylic acid ethyl ester, the title compound was obtained as a white solid (0.040 g, yield 66%). 1H NMR (300 MHz, CDCl3) δ 7.73-7.7 (m, 1H), 7.63-7.51 (m, 2H), 7.34-7.31 (m, 1H), 7.05 (br. t, 1H), 4.06-4.01 (m, 1H), 3.90-3.81 (m, 1H), 3.75-3.6 (m, 2H), 3.53-3.5 (m, 2H), 3.42-3.28 (m, 4H), 1.59-1.52 (m, 2H), 1.4-1.18 (m, 10H), 0.84 (t, J=5.7 Hz, 3H). 13C NMR (75 MHz, CDCl3) δ 174.5, 167.5, 158.2, 156.0, 133.9, 133.9, 132.4, 129.6, 129.0, 127.5, 126.9, 126.8, 126.7, 125.3, 121.7, 49.5, 48.9, 45.9, 40.7, 39.6, 31.7, 29.4, 29.1, 29.11, 26.8, 22.6, 14.0. MS (ES+) m/z 498 (M+1).
Sources & evidence
- ORD record
- ord-0490a3a3d8474a09a46c2eda2767f1d9
- Source dataset
- uspto-grants-2011_04
- Patent number
- US07919496B2
Reaction notes
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