HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-[(2S)-2,4-dimethyl-1-piperazinyl]-4-pyrimidinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-4-aminopyrimidine | HCID 345752 | — |
| Reactant | 4-Bromo-6-methoxy-1,5-naphthyridin-3-amine | HCID 68453963 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[(2S)-2,4-dimethyl-1-piperazinyl]-4-pyrimidinamine | HCID 68288025 | 28% |
Reaction Conditions
| Temperature | 220 °C |
|---|
Reaction Steps
A mixture of 2-chloro-4-pyrimidinamine (200 mg, 1.544 mmol), Hunig's base (1348 μl, 7.72 mmol) and (3S)-1,3-dimethylpiperazine (Ref.: WO2009061879 (A1)) (318 mg, 1.698 mmol) in N,N-dimethylformamide (DMF) (1.7 ml) was heated to 220° C. via a microwave reactor for 15 min. The reaction mixture was purified by RP-HPLC to yield 2-[(2S)-2,4-dimethyl-1-piperazinyl]-4-pyrimidinamine (88 mg, 0.425 mmol, 28% yield). MS (ES+) m/z 208.0 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901119B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-8a4090fb318b4a13af18e3a916af1f54 |
| Source note | uspto-grants-2014_12 |