Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86685321 | HCID 86685321 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86685319 | HCID 86685319 | 216.7% |
Reaction Steps
To a suspension of tert-butyl 3-(4-(7-chloroimidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)-3-(cyanomethyl)azetidine-1-carboxylate (Preparation N; 0.050 g, 0.12 mmol) in 1 mL of dioxane was added hydrogen chloride (0.5 mL, 2.0 mmol) as a 4M solution in dioxane at ambient temperature. The reaction mixture was stirred for 2.5 hours. The solvent was then removed under a stream of nitrogen at ambient temperature overnight. About 5% of the starting material was observed, so the crude material was subjected to the reaction conditions outlined above for 1 hour and the solvent was again removed under a stream of nitrogen to afford 2-(3-(4-(7-chloroimidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile hydrochloride (0.059 g, 0.13 mmol, 106% yield). MS (apci) m/z=314.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08962596B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-546e344eb46645e69a70ef6183a83a84 |
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| Source note | uspto-grants-2015_02 |
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