HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,5-Dimethyl-1H-pyrazol-4-amine dihydrochloride → (3R)-1-(2-((1,5-dimethyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,5-Dimethyl-1H-pyrazol-4-amine dihydrochloride | HCID 44630906 | — |
| Reactant | (3R)-1-(2-chloropyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile | HCID 117840665 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | (3R)-1-(2-((1,5-dimethyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile | HCID 117840341 | 69.7% |
Reaction Steps
A solution of (3R)-1-(2-chloropyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile (100 mg) obtained in Step A of Example 8 and 1,5-dimethyl-1H-pyrazol-4-amine dihydrochloride (73 mg) in propan-2-ol (4.0 mL) was stirred in a microwave reactor at 160° C. for 1 hr, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate), and recrystallized (diisopropyl ether/ethyl acetate) to give the title compound (90 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187453B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-43d0344d68684cd3b55b16e4f49538b4 |
| Source note | uspto-grants-2015_11 |