HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-[4-(2-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(2-Chlorophenyl)piperazine | HCID 415628 | — |
| Reactant | 5-(Bromomethyl)pyrimidine-2,4-diamine dihydrobromide | HCID 21473608 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-[4-(2-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine | HCID 21473653 | 55.7% |
Reaction Steps
A solution of 8.0 g (0.031 mol) of 1-(2-chloro-phenyl)-piperazine in 300 ml of tetrahydrofuran was treated with 22 ml (0.16 mol) of triethylamine and 11.5 g (0.031 mol) of 5-bromomethyl-pyrimidine-2,4-diamine dihydrobromide and the mixture was stirred at room temperature under argon for 16 hours. The suspension obtained was suction filtered and the filtrate was completely freed from the solvents. The residue was chromatographed over silica gel with acetonitrile/methanol 1:1 as the eluent and digested in diethyl ether. 5.5 g (55%) of 5-[4-(2-chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine were obtained as beige crystals; m.p. 2:30°-235°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05688798 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-80465b86ee504655958d9d1df06daa62 |
| Source note | uspto-grants-1997_11 |