HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → (S)-N-(3-(4-Amino-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidin-5-yl)phenyl)-2,4-dihydroxybenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | (S)-N-(3-(4-Amino-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidin-5-yl)phenyl)-2,4-dimethoxybenzenesulfonamide | HCID 118433791 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-N-(3-(4-Amino-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidin-5-yl)phenyl)-2,4-dihydroxybenzenesulfonamide | HCID 118433748 | 55% |
Reaction Steps
(S)—N-(3-(4-Amino-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidin-5-yl)phenyl)-2,4-dimethoxybenzenesulfonamide (108 mg, 0.17 mmol) was treated with boron tribromide (1M in dichloromethane, 0.90 ml, 0.9 mmol) with dichloromethane (20 ml) as a solvent at 100° C. for 2 h under microwave conditions. After evaporation of the solvent and usual workup with ethyl acetate and water, the residue was purified by reverse phase chromatography using SP1® Purification System to give 48 mg (55% yield) as a solid. Purity 99%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388189B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-fc337281d04946a190664c5fcad0c626 |
| Source note | uspto-grants-2016_07 |