HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylpiperazine-1-ethylamine → N4-(5-Isopropyl-1H-pyrazol-3-yl)-N6-[2-(4-methylpiperazin-1-yl)ethyl]-N2-(3-phenylisoxazol-5-ylmethyl)-pyrimidine-2,4,6-triamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylpiperazine-1-ethylamine | HCID 70284 | — |
| Reactant | 6-Chloro-N4-(5-isopropyl-1H-pyrazol-3-yl)-N2-(3-phenylisoxazol-5-ylmethyl)-pyrimidine-2,4-diamine | HCID 57866448 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N4-(5-Isopropyl-1H-pyrazol-3-yl)-N6-[2-(4-methylpiperazin-1-yl)ethyl]-N2-(3-phenylisoxazol-5-ylmethyl)-pyrimidine-2,4,6-triamine | HCID 59757794 | 29.5% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
A mixture of 6-chloro-N4-(5-isopropyl-1H-pyrazol-3-yl)-N2-(3-phenylisoxazol-5-ylmethyl)-pyrimidine-2,4-diamine (250 mg, 0.611 mmol) and 2-(4-methylpiperazin-1-yl)-ethylamine (500 mg, 3.50 mmol) in 1-butanol (2 mL) was heated to 180° C. in a 50 mL sealed tube. The mixture was heated for 1 h, then cooled to room temperature and diluted with methanol (10 mL). The mixture thus obtained was purified via preparative reverse phase HPLC to give the desired product (93 mg, 29%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08211929B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-eed471f86ec54a9f80720b4678618e8b |
| Source note | uspto-grants-2012_07 |