HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile → (S)-N-(1-(3-(3-Chloro-4-cyano-5-fluorophenyl)-1H-pyrazol-1-yl)propan-2-yl)-3-(2-hydroxypropan-2-yl)-1,2,4-oxadiazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile | HCID 67170587 | — |
| Reactant | Ethyl 3-(2-hydroxypropan-2-yl)-1,2,4-oxadiazole-5-carboxylate | HCID 70981191 | — |
| Product | (S)-N-(1-(3-(3-Chloro-4-cyano-5-fluorophenyl)-1H-pyrazol-1-yl)propan-2-yl)-3-(2-hydroxypropan-2-yl)-1,2,4-oxadiazole-5-carboxamide | HCID 86714672 | — |
Reaction Steps
The title compound was prepared using the procedure described in Example 52(g) starting from ethyl 3-(2-hydroxypropan-2-yl)-1,2,4-oxadiazole-5-carboxylate (2 mmol, 400 mg) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluoro-benzonitrile (2 mmol, 556 mg). Yield 202 mg. 1H-NMR (400 MHz; DMSO-d6): δ 1.12 (d, 3H), 1.51 (bs, 6H), 4.34-4.37 (m, 2H), 4.43-4.51 (m, 1H), 5.70 (s, 1H), 7.02 (d, 1H), 7.83-7.88 (m, 2H), 7.96 (s, 1H), 9.41 (d, 1H). LC-MS: [M+1]=433.20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921378B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-02e3b1a64b8448d899038273507b3824 |
| Source note | uspto-grants-2014_12 |