HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 73214547, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Azaspiro[2.5]octane | HCID 22417173 | — |
| Reactant | Avanafil Impurity K | HCID 86342163 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 73214547 | HCID 73214547 | 28% |
Reaction Steps
In THF (15 mL) were dissolved 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-formamide (134 mg, 0.30 mmol) and 6-azaspiro[2.5]octane (50 mg, 0.45 mmol). Triethylamine (61 mg, 0.60 mmol) was added dropwisely. The reaction was conducted at ambient temperature for 8 h, followed by addition of water and extraction with DCM. The organic phase was dried over sodium sulfate and purified by silica gel column chromatography (DCM/methanol=80/1) to give a white solid (41 mg, 28% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359371B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-89cde9189011467ea0919e2b8babd5a3 |
| Source note | uspto-grants-2016_06 |