HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 8,8'-(2,5-Dichloropyrimidine-4,6-diyl)bis(3-oxa-8-azabicyclo[3.2.1]octane)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,4,5,6-Tetrachloropyrimidine | HCID 15690 | — |
| Reactant | 3-Oxa-8-azabicyclo(3.2.1)octane | HCID 15235179 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 8,8'-(2,5-Dichloropyrimidine-4,6-diyl)bis(3-oxa-8-azabicyclo[3.2.1]octane) | HCID 86665902 | — |
Reaction Steps
To a solution of 2,4,5,6-tetrachloro-pyrimidine (2.0 g, 9.2 mmol) in THF (20 mL) and triethylamine (excess) was added 3-oxa-8-aza-bicyclo[3.2.1]octane (2.7 g, 18 mmol) at −78° C. The reaction slowly warmed to room temperature and a white precipitate formed. To the reaction was added water (2.0 mL) and the mixture was refluxed for three days. The reaction was cooled and water was added to precipitate a white solid. The solids were collected by filtration and washed with diethyl ether to yield the title compound (2.0 g). MS m/z=372 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835429B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-451997b8ecc143308e17e807e39f5ea7 |
| Source note | uspto-grants-2014_09 |