HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 73214618, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methyl-2,7-diazaspiro[3.5]nonane | HCID 58042983 | — |
| Reactant | Avanafil Impurity K | HCID 86342163 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 73214618 | HCID 73214618 | 9% |
Reaction Steps
In THF (10 mL) were dissolved 4-((3-chloro-4-methoxybenzyl)amino)-2-(methyl sulfinyl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-formamide (152 mg, 0.34 mmol) and 2-methyl-2,7-diazaspiro[3.5]nonane (70 mg, 0.50 mmol). Then triethylamine (68 mg, 0.67 mmol) was added dropwisely. The reaction was conducted at ambient temperature for 4 h. 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 (DCM/methanol=20/1) to give 4-((3-chloro-4-methoxybenzyl)amino)-2-(7-methyl-2,7-diazaspiro[3.5]nonan-2-yl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-formamide as a white solid (16 mg, 9% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359371B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-32484982b6274b5eb08f0e04f4221432 |
| Source note | uspto-grants-2016_06 |