Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Fluoronitrobenzene | HCID 9590 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl pyrrole-2-carboxylate | HCID 136930 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14270008 | HCID 14270008 | 664.9% |
Reaction Steps
Methyl 1H-pyrrole-2-carboxylate (1 g, 8.0 mmol) was dissolved in DMF (14 mL). The mixture was cooled down at 0° C. and sodium hydride (350 mg, 8.8 mmol) was added. After 5 min 1-fluoro-4-nitro-benzene (1.13 mmol, 7.99 mmol) was added and the mixture stirred at 80° C. for 3 hours. Water was added, the solid collected by filtration and washed with water to give (i) (1.85 g). 1H NMR (400 MHz, DMSO) δ 8.30 (d, J=9.0 Hz, 2H), 7.87-7.49 (m, 2H), 7.38 (dd, J=2.7, 1.8 Hz, 1H), 7.13 (dd, J=3.9, 1.7 Hz, 1H), 6.41 (dd, J=3.8, 2.8 Hz, 1H), 3.66 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09060515B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-6f97ee27f8674b5c876fbfe423152149 |
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| Source note | uspto-grants-2015_06 |
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