Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 2-(Tributylstannyl)-1,3-thiazole | HCID 2763259 | — |
| Reactant | 5-bromo-2,6-di(1H-pyrazol-1-yl)pyrimidin-4-amine | HCID 53466958 | — |
| Product | HCID 53468867 | HCID 53468867 | 47.2% |
Reaction Steps
A mixture of 8.9 mg (13.1 μmol) of Pd-PEPPSI-IPr-catalyst, 0.1 g (0.33 mmol) of 5-bromo-2,6-di(1H-pyrazol-1-yl)pyrimidin-4-amine (Example 1), 0.1 g (0.65 mmol) of cesium fluoride and activated, crushed 4 Å molecular sieves (33 mg) in a glass vial was purged with argon and 1 ml of dioxane was added. 0.15 (0.39 mmol) of 2-tributylstannylthiazole was then added and the reaction was stirred at 80° C. for 24 h. The mixture was filtered throw celite/CsF. The solvent was removed in vacuum. The residue was purified by column chromatography with silica gel and methylene chloride and methanol as eluent to give 47.9 mg (47.2%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08796284B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-77dc0686a6574e82ada8cd11b67837d1 |
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| Source note | uspto-grants-2014_08 |
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