HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Acetyl-1,2-oxazole-3-carboxylic acid → HCID 52920063, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Acetyl-1,2-oxazole-3-carboxylic acid | HCID 17867521 | — |
| Reactant | (S)-4-(1-(1-aminopropan-2-yl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile | HCID 67171415 | — |
| Product | HCID 52920063 | HCID 52920063 | 19.6% |
Reaction Steps
(S)-5-acetyl-N-(2-(3-(3-chloro-4-cyano-5-fluorophenyl)-1H-pyrazol-1-yl)-propyl)isoxazole-3-carboxamide was prepared using the method of Example 34(d) starting from (S)-4-(1-(1-aminopropan-2-yl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile (500 mg, 1.794 mmol) and 5-acetylisoxazole-3-carboxylic acid (417 mg, 2.69 mmol). The product was purified twice by Flash-chromatography (normal phase and reverse phase). Yield 19.6%. 1H-NMR (400 MHz; DMSO): δ 1.51 (d, 3H), 2.57 (s, 3H), 3.56-3.77 (m, 2H), 4.65-4.77 (m, 1H), 7.01 (d, 1H), 7.56 (s, 1H), 7.89 (dd, 1H), 7.91 (d, 1H), 7.98 (s, 1H), 9.03 (t, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975254B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-a6883b6867184bb788b08e6817da93a2 |
| Source note | uspto-grants-2015_03 |