HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-yl)methanamine → 3-Cyano-N-((4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-yl)methyl)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-yl)methanamine | HCID 67322930 | — |
| Reactant | 3-Cyano-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid | HCID 67323472 | — |
| Product | 3-Cyano-N-((4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-yl)methyl)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide | HCID 69950086 | 30% |
Reaction Steps
This compound was synthesized from (4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-yl)methanamine and 3-cyano-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (25 mg, yield 30%): 1H NMR (400 MHz, MeOD) δ 8.63 (t, J=1.6 Hz, 1H), 8.52 (t, J=1.5 Hz, 1H), 8.25 (t, J=1.6 Hz, 1H), 7.87-7.85 (m, 2H), 7.81 (s, 1H), 7.32-7.28 (m, 2H), 7.25-7.21 (m, 1H), 3.97-3.92 (m, 2H), 3.71 (s, 2H), 3.62-3.58 (td, J=11.4 Hz, 2.1 Hz, 2H), 2.48-2.44 (d, J=13.3 Hz, 2H), 2.11-2.04 (ddd, J=14.3 Hz, 10.5 Hz, 4.3 Hz, 2H). MS (ESI) m/z: Calculated for C26H20F3N5O3S: 539.12. found: 540.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901156B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-9572c1df980a45fc90ad423c64569fed |
| Source note | uspto-grants-2014_12 |