Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 117839929 | HCID 117839929 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117840808 | HCID 117840808 | — |
Reaction Steps
To a suspension of (3R)-1-(2-((1-(azetidin-3-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile dihydrochloride (83 mg) obtained in Example 185 in tetrahydrofuran (5 mL) were added triethylamine (30 μL) and methanesulfonyl chloride (33 μL) at room temperature, and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane), and recrystallized (ethyl acetate/hexane) to give the title compound (16 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09187453B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-75f5ff732b224b099a4825ff440af504 |
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| Source note | uspto-grants-2015_11 |
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