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 | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 1-(2-Chloropyrimidin-4-yl)azepane | HCID 15175748 | 20.4% |
Reaction Steps
To a solution of 2,4-dichloropyrimidine (25 g) in triethylamine (47 mL) and tetrahydrofuran (300 mL) was added azepane (17 g) at 0° C. After returning to room temperature, the solution was stirred for 1 hour. Water was added to thereto and the solution was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:5→1:2) to give the title compound (7.25 g) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910741B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-32a377f2919642238efd708abb2d79d5 |
| Source note | uspto-grants-2011_03 |