HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → N-((4-(2-(4-Chlorophenyl)thiazol-4-yl)-1-methylpiperidin-4-yl)methyl)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid | HCID 25180854 | — |
| Reactant | (4-(2-(4-Chlorophenyl)thiazol-4-yl)-1-methylpiperidin-4-yl)methanamine | HCID 67323091 | — |
| Product | N-((4-(2-(4-Chlorophenyl)thiazol-4-yl)-1-methylpiperidin-4-yl)methyl)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide | HCID 67325301 | 23% |
Reaction Steps
This compound was synthesized from (4-(2-(4-chlorophenyl)thiazol-4-yl)-1-methylpiperidin-4-yl)methanamine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (50 mg, yield 23%). 1H NMR (400 MHz, DMSO-d6) δ 8.54-8.51 (m, 1H), 8.39 (m, 1H), 8.18-8.16 (d, J=7.6 Hz, 1H), 8.04-8.02 (d, J=7.6 Hz, 1H), 7.91-7.89 (d, J=8.2 Hz, 2H), 7.69-7.65 (t, J=7.8 Hz, 1H), 7.52-7.49 (m, 3H), 3.49-3.48 (m, 2H), 2.66-2.63 (m, 2H), 2.31-2.28 (m, 2H), 2.12-2.04 (m, 5H), 1.90-1.84 (m, 2H). MS (ESI) m/z: Calculated for C26H23ClF3N6O2S: 561.12. found: 562.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901156B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-b77aeb50e4f1404d8ac2e30259f42edf |
| Source note | uspto-grants-2014_12 |