Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Octahydropyrrolo(1,2-a)pyrazine | HCID 558578 | — |
| Reactant | 5-Fluoro-2-nitroanisole | HCID 2779250 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 86720563 | HCID 86720563 | — |
Reaction Steps
A mixture of 4-fluoro-2-methoxy-1-nitrobenzene (342 mg, 2 mmol), octahydropyrrolo[1,2-a]pyrazine (252 mg, 2 mmol) and potassium carbonate (552 mg, 4 mmol) in dimethylacetamide (10 mL) was heated at 100° C. for 16 hours. After cooling to ambient temperature, the mixture was poured into water and extracted with ethyl acetate (3×50 mL). The combined organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 98/2 dichloromethane/methanol to give the title compound. MS: 278 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09212192B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-3c2aaecbb6754165a4ffeedd94757ec4 |
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| Source note | uspto-grants-2015_12 |
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