HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 25007488, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-3-methyl-6-(pyrimidin-4-YL)pyrimidin-4-one | HCID 17954460 | — |
| Reactant | HCID 86634397 | HCID 86634397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 25007488 | HCID 25007488 | 85% |
Reaction Steps
A solution of 2-chloro-3-methyl-6-(pyrimidin-4-yl)-3H-pyrimidin-4-one (0.26 g, 1.17 mmol), (4aRS,10bSR)-cis-3,4,4a,5,6,10b-hexahydro-2H-naphtho[1,2-b][1,4]oxazine hydrochloride (0.4 g, 1.77 mmol) and triethylamine (1.2 g, 11.4 mmol) in tetrahydrofuran (20 ml) was stirred for 48 hours at 100° C. The solution was partitioned between water and chloroform, and the organic layer was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent; 5-10% methanol in chloroform) to afford 2-((4aRS,10bSR)-cis-2,3,4a,5,6,10b-hexahydro-naphtho[1,2-b][1,4]oxazin-4-yl)-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (0.37 g, 85%) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569294B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-dfed3ffb7ad84e4fb2aea3425eda4223 |
| Source note | uspto-grants-2013_10 |