HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 6-[(2R)-2,4-dimethyl-1-piperazinyl]-4-pyrimidinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Amino-6-chloropyrimidine | HCID 238012 | — |
| Reactant | 4-Bromo-6-methoxy-1,5-naphthyridin-3-amine | HCID 68453963 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-[(2R)-2,4-dimethyl-1-piperazinyl]-4-pyrimidinamine | HCID 68287720 | 24% |
Reaction Conditions
| Temperature | 220 °C |
|---|
Reaction Steps
A mixture of 6-chloro-4-pyrimidinamine (200 mg, 1.544 mmol), Hunig's base (1.2 ml, 6.95 mmol) and (3R)-1,3-dimethylpiperazine (Ref.: WO2009061879 (A1)) (433 mg, 2.316 mmol) in N,N-dimethylformamide (DMF) (2 ml) was heated to 220° C. via a microwave reactor for 15 min. The reaction mixture was purified by RP-HPLC to yield 6-[(2R)-2,4-dimethyl-1-piperazinyl]-4-pyrimidinamine (76 mg, 0.367 mmol, 24% 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-88a5e1e61e0a46aeb0dabce74747ee67 |
| Source note | uspto-grants-2014_12 |