Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | HCID 67959096 | HCID 67959096 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 136020103 | HCID 136020103 | 35.3% |
Reaction Steps
A mixture of 3-((3R)-3-{[3-(2-methoxypyridin-3-yl)imidazo[1,2-b]pyridazin-6-yl]amino}piperidin-1-yl)-3-oxopropanenitrile (Preparation 3c, 58 mg, 0.15 mmol), chloro(trimethyl)silane (0.06 mL, 0.44 mmol) and sodium iodide (67 mg, 0.45 mmol) in acetonitrile (1.5 mL) was stirred at 80° C. for 50 minutes. The solvent was removed under reduced pressure and the residue was treated with water. The precipitate obtained was filtered, washed with more water and diethyl ether and dried in vacuo to give a solid that was purified by reverse phase chromatography (100% water to 1:1 water/(acetonitrile/methanol 1:1)) to yield the title compound (20 mg, 35%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133200B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-07bcaac5974342e389a72ea32ca580d6 |
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| Source note | uspto-grants-2015_09 |
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