HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)butanoic acid → 6((3-Methyl-4-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)butanoyl)piperazin-1-yl)methyl)nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)butanoic acid | HCID 67322860 | — |
| Reactant | 6-((3-methylpiperazin-1-yl)methyl)nicotinonitrile TFA salt | HCID 86673531 | — |
| Product | 6((3-Methyl-4-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)butanoyl)piperazin-1-yl)methyl)nicotinonitrile | HCID 53327809 | 16% |
Reaction Steps
This compound was synthesized from 6-((3-methylpiperazin-1-yl)methyl)nicotinonitrile TFA salt and 4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)butanoic acid as described for example 37 step 3 (16 mg, yield 16%) pale yellow viscous liquid. 1H NMR (400 MHz, MeOD) δ 8.82-8.81 (dd, J=2.0 Hz, 0.8 Hz, 1H), 8.15-8.12 (dd, J=8.2 Hz, 2.1 Hz, 1H), 7.77-7.75 (d, J=8.0 Hz, 1H), 3.78-3.66 (m, 2H), 2.96-2.92 (t, J=7.4 Hz, 2H), 2.89-2.85 (m, 1H), 2.73-2.69 (dt, J=11.5 Hz, 1.7 Hz, 1H), 2.51 (m, 2H), 2.34-2.30 (m, 1H), 2.22-2.17 (m, 1H), 2.14-2.06 (m, 2H), 1.35-1.32 (m, 3H), 1.30 (s, 3H). MS (ESI) m/z: Calculated for C19H21F3N6O2: 422.17. found: 423.2 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08981084B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-441f9d27d8b2418bacf213d2489e110f |
| Source note | uspto-grants-2015_03 |