HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)thiophene-2-carboxylic acid → N-((4-(4-Phenyithiazol-2-yl)tetrahydro-2H-pyran-4-yl)methyl)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)thiophene-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)thiophene-2-carboxylic acid | HCID 14871955 | — |
| Reactant | (4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-yl)methanamine | HCID 67322930 | — |
| Product | N-((4-(4-Phenyithiazol-2-yl)tetrahydro-2H-pyran-4-yl)methyl)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)thiophene-2-carboxamide | HCID 69950125 | 22% |
Reaction Steps
This compound was synthesized from (4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-yl)methanamine and 5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)thiophene-2-carboxylic acid as described in example 8 step 6 (25 mg, yield 22%): 1H NMR (400 MHz, CDCl3) δ 7.96 (d, J=7.3 Hz, 2H), 7.78 (m, J=4.0 Hz, 1H), 7.62 (br s, 1H), 7.53-7.48 (m, 4H), 7.42-7.38 (m, 1H), 3.97-3.91 (m, 2H), 3.86 (d, J=5.5 Hz, 2H), 3.78-3.73 (ddd, J=11.6 Hz, 7.5 Hz, 3.5 Hz, 2H), 2.33-2.27 (ddd, J=13.6 Hz, 7.0 Hz, 3.5 Hz, 2H), 2.06-1.99 (ddd, J=13.8 Hz, 7.3 Hz, 3.3 Hz, 2H). MS (ESI) m/z: Calculated for C23H19F3N4O3S2: 520.09. found: 521.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901156B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-efb6cb5706cc476793f5fd60cf8382d1 |
| Source note | uspto-grants-2014_12 |