HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 21473626, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(4-Fluorophenyl)-1,2,3,6-tetrahydropyridine | HCID 197748 | — |
| Reactant | 5-(Bromomethyl)pyrimidine-2,4-diamine dihydrobromide | HCID 21473608 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21473626 | HCID 21473626 | 58.5% |
Reaction Steps
A solution of 3.6 g (0.020 mol) of 4-(4-fluoro-phenyl)-1,2,3,6-tetrahydro-pyridine in 100 ml of tetrahydrofuran was treated with 13.9 ml (0.10 mol) of triethylamine and 7.3 g (0.020 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. 3.5 g (58%) of 5-[4-(4-fluoro-phenyl)-3,6-dihydro-2H-pyridin-1-ylmethyl]-pyrimidine-2,4-diamine were obtained as brownish crystals; m.p. 265°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05688798 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-5034413593d14ae6aaea98455f32980e |
| Source note | uspto-grants-1997_11 |