HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(4-Methylpiperazin-1-yl)aniline → 4-(Cyclopentylamino)-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-5-nitropyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(4-Methylpiperazin-1-yl)aniline | HCID 737253 | — |
| Reactant | 2-chloro-N-cyclopentyl-5-nitropyrimidin-4-amine | HCID 7147253 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(Cyclopentylamino)-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-5-nitropyrimidine | HCID 58786784 | 77% |
Reaction Steps
To a solution of 0.97 g (4 mmol) of 2-chloro-4-(cyclopentylamino)-5-nitropyrimidine in 50 mL THF at −78° C. is added a solution of 0.91 g (4.8 mmol) of 1-(4-aminophenyl)-4-methylpiperazine in 50 mL of 2-propanol, and the resulting mixture is allowed to warm slowly to room temperature. After acidification with acetic acid, the solvents were removed under vacuum, and the residue is dissolved in water. After being washed with EtOAc, the aqueous solution is basified with aqueous ammonia, and the product is extracted into EtOAc and dried, to give 1.15 g (77%) of the title compound: mp (MeOH) 204–206° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169778B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-1a83a9c6d0e1447fabb72b57a6b592a9 |
| Source note | uspto-grants-2007_01 |