HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4-[5-(3-Chloro-5-fluoro-phenyl)-1-(3-pyridyl)pyrazole-3-carbonyl]piperazin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Piperazin-2-one | HCID 231360 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 89602438 | HCID 89602438 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[5-(3-Chloro-5-fluoro-phenyl)-1-(3-pyridyl)pyrazole-3-carbonyl]piperazin-2-one | HCID 71576533 | — |
Reaction Steps
0.07 ml (0.43 mmol) of N,N-diisopropylethylamine is added to a solution of 75 mg (0.21 mmol, 90% purity) of the compound of Example 22A, 23 mg (0.23 mmol) of 2-oxopiperazine, and 113 mg (0.30 mmol) of HATU in 2 ml of THF, and the mixture that is obtained is stirred for 3 hours at room temperature. The reaction mixture is separated by means of preparative HPLC (mobile solvent: acetonitrile/water gradient), and the title compound is obtained in a quantitative yield (87 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296720B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-18e289a9e3ac419889cece7242c2fdaa |
| Source note | uspto-grants-2016_03 |