HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-[(2R)-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-[(2R)-2,4-dimethyl-1-piperazinyl]-4-pyrimidinamine | HCID 68288072 | 18.4% |
Reaction Conditions
| Temperature | 220 °C |
|---|
Reaction Steps
A mixture of 2-chloro-4-pyrimidinamine (300 mg, 2.316 mmol), Hunig's base (809 μl, 4.63 mmol) and (3R)-1,3-dimethylpiperazine (Ref.: WO2009061879 (A1)) (650 mg, 3.47 mmol) in N,N-dimethylformamide (DMF) (3 ml) was heated in a microwave reactor at 220° C. for 60 min. The reaction mixture was purified by RP-HPLC to yield 2-[(2R)-2,4-dimethyl-1-piperazinyl]-4-pyrimidinamine (88 mg, 0.425 mmol, 18% 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-179763b6275c4891a04f594baf82c33f |
| Source note | uspto-grants-2014_12 |