HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (4-Chloro-phenyl)-{9-methyl-2-[3-methyl-5-(tetrahydro-pyran-2-yloxymethyl)pyrazol-1-yl]-9H-purin-6-yl}-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | (4-Chloro-phenyl)-(2-hydrazino-9-methyl-9H-purin-6-yl)amine | HCID 59293633 | — |
| Reactant | 4-(Tetrahydro-pyran-2-yloxy)-but-3-yn-2-one | HCID 66616302 | — |
| Product | (4-Chloro-phenyl)-{9-methyl-2-[3-methyl-5-(tetrahydro-pyran-2-yloxymethyl)pyrazol-1-yl]-9H-purin-6-yl}-amine | HCID 59322258 | 12% |
Reaction Steps
4-(Tetrahydro-pyran-2-yloxy)-but-3-yn-2-on (824 mg, 4.5 mmol) and (4-chloro-phenyl)-(2-hydrazino-9-methyl-9H-purin-6-yl)-amine (1.5 g, 5.2 mmol) were dissolved in ethanol (30 mL) and heated at reflux for 24 hours. The reaction mixture was concentrated in vacuo. The crude product was purified by flash chromatography (dichloromethane/methanol/ammonia) to give (4-chloro-phenyl)-{9-methyl-2-[3-methyl-5-(tetrahydro-pyran-2-yloxymethyl)-pyrazol-1-yl]-9H-purin-6-yl}-amine (240 mg, 12%) as an yellow foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340544B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-1e3c51b7508942e8b0416dda08beb94d |
| Source note | uspto-grants-2016_05 |