Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3,4-Difluorobenzonitrile | HCID 587203 | — |
| Reactant | HCID 68027120 | HCID 68027120 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86692143 | HCID 86692143 | 52.2% |
Reaction Steps
A mixture of (R)—N-methyl-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine (0.50 g, 2.3 mmol), 3,4-difluorobenzonitrile (0.48 g, 3.45 mmol) and DIPEA (0.59 g, 4.6 mmol) in DMSO (10 mL) was stirred at 90° C. for overnight. The mixture was poured into water (50 mL) and extracted with ethyl acetate (2×50 mL). The combined extracts was washed with brine (2×50 mL), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by chromatography to give the title compound (0.404 g, 52% yield). MS (m/z): 337 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09346810B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-d7f281e733aa4b40b8fbc3e395778a9b |
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| Source note | uspto-grants-2016_05 |
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