Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | Methanesulfonate | HCID 85257 | — |
| Reactant | HCID 178504217 | HCID 178504217 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178448978 | HCID 178448978 | — |
Reaction Steps
[6-[(cis-4-{3-(Cyanomethyl)-3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}cyclohexyl)oxy]-2-(trifluoromethyl)pyrimidin-4-yl]methyl methanesulfonate (240 mg, 0.32 mmol) was dissolved in THF (2 mL), followed by addition of tert-butylamine (530 μL, 5.0 mmol). The flask was capped and heated in a 50° C. bath for 1 hour. LCMS and HPLC showed 92% conversion of the mesylate to product. HPLC showed the product to have UVmax 224, 250 and 308 nm. After another hour, the solvent was removed by rotary evaporation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359358B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-efdc37f6681949deb863b554d67ebdc9 |
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| Source note | uspto-grants-2016_06 |
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