HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(2-Chloropyrimidin-4-yl)azepane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Azepane | HCID 8119 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2-Chloropyrimidin-4-yl)azepane | HCID 15175748 | — |
Reaction Steps
To a solution of 2,4-dichloropyrimidine (3.0 g) in tetrahydrofuran (50 mL) were added triethylamine (4.2 mL) and perhydroazepine (2.5 mL) with ice cooling and the mixture was stirred for 1 hour at room temperature. To the reaction mixture was added water (30 mL) and the resulting mixture was concentrated. The residue was extracted with methylene chloride three times. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1→2:1) to give the title compound (3.03 g) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759336B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-3b1cb5dd65a245caababc5af6dd7ed65 |
| Source note | uspto-grants-2010_07 |