HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 118158016, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 8-Azabicyclo[3.2.1]octan-3-one hydrochloride | HCID 13091218 | — |
| Reactant | Avanafil Impurity K | HCID 86342163 | — |
| Product | HCID 118158016 | HCID 118158016 | 24% |
Reaction Steps
In absolute anhydrous THF (30 mL) were dissolved 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-formamide (222 mg, 0.5 mmol) and triethylamine (0.25 mL, 1.35 mmol). 3-oxo-8-azabicyclo[3.2.1]octane hydrochloride salt (90 mg, 0.6 mmol) was then added. The reaction was conducted at ambient temperature overnight. The solvent was removed by rotary evaporation, followed by addition of water and extraction with DCM. The organic phase was dried over sodium sulfate and purified by silica gel column chromatography (petroleum ether/ethyl acetate=1/1) to give a white solid (60 mg, 24% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359371B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-647eb1f03b4141538cb946f25c2f560d |
| Source note | uspto-grants-2016_06 |