HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 73214546, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 7-Azaspiro(3.5)nonane | HCID 20277171 | — |
| Reactant | Avanafil Impurity K | HCID 86342163 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 73214546 | HCID 73214546 | 36.3% |
Reaction Steps
In THF (20 mL) were dissolved 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-formamide (201 mg, 0.45 mmol) and 7-azaspiro[3.5]nonane (62 mg, 0.5 mmol). Triethylamine (137 mg, 1.35 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=50/1) to give a white solid (83 mg, 36% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359371B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-27f41f3bbaf54a1ea8dbec8363c420c1 |
| Source note | uspto-grants-2016_06 |