Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 90102172 | HCID 90102172 | — |
| Reactant | (S)-2-(1-Aminoethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one | HCID 90102580 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 90102945 | HCID 90102945 | 31% |
Reaction Steps
(S)-2-(1-Aminoethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (81 mg, 0.27 mmol), 3-hydroxy-5-(methylsulfonamido)phenyl 4-amino-6-chloropyrimidine-5-carboxylate (104 mg, 0.29 mmol), DIEA (323 μl, 1.85 mmol) and cesium fluoride (121 mg, 0.80 mmol) were suspended in tert-butanol (8 ml) and the mixture was heated at 70° C. in a sealed tube for 24 h. The solvent was evaporated under reduced pressure and the reaction mixture was diluted with ethyl acetate and washed with saturated ammonium chloride solution and brine. After evaporation of the solvent, the residue was purified by reverse phase chromatography using SP1® Purification System to give 50 mg (31% yield) as a solid. Purity 97%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388189B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-da03235c8f2f4e79981c6001a98e0991 |
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| Source note | uspto-grants-2016_07 |
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