HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → (S)-2-(1-((5-(3-Fluoro-5-hydroxyphenyl)pyrimidin-4-yl)amino)ethyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Fluoro-5-hydroxybenzeneboronic acid | HCID 44717308 | — |
| Reactant | (S)-2-(1-((5-Iodopyrimidin-4-yl)amino)ethyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one | HCID 118433847 | — |
| Product | (S)-2-(1-((5-(3-Fluoro-5-hydroxyphenyl)pyrimidin-4-yl)amino)ethyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one | HCID 73774798 | 52% |
Reaction Steps
(S)-2-(1-((5-Iodopyrimidin-4-yl)amino)ethyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (30 mg, 0.07 mol) was treated with (3-fluoro-5-hydroxyphenyl)boronic acid (15 mg, 0.10 mmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (87 mg, 0.1 mmol) and sodium carbonate (2M, 147 μl, 0.29 mol) according to the method described in Example 3 to give 15 mg (52% yield) of the title compound as a white solid. Purity 99%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388189B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-970b72f7f41f49d3a4da1641810f3479 |
| Source note | uspto-grants-2016_07 |