Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 25141102 | HCID 25141102 | — |
| Reactant | HCID 57573872 | HCID 57573872 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 25174277 | HCID 25174277 | — |
Reaction Steps
To a mixture of Example 2 N-(6-cyano-2,2-dimethyl-2,3-dihydro-1H-inden-1-yl)-5-chloro-1H-indole-2-carboxamide (30 mg, 0.083 mmol) and K2CO3 (34 mg, 2.48 mmol) in DMF (0.3 mL) was added methyl iodide (6 μL, 0.091 mmol) and the resulting mixture was stirred at rt for 16 h. Water (˜5 mL) was added dropwise followed by stirring for an additional 30 min. The precipitated solid was collected by vacuum filtration, rinsed with additional water (˜5 mL) and dried in vacuo to afford the title product as a white solid (26 mg). HPLC Ret. time: 3.79 min. LCMS MH+ (m/z) 378.30. 1H NMR: (DMSO-d6, 400 MHz): 8.72 (d, 1H), 7.71 (s, 1H), 7.68 (d, 1H), 7.65 (s, 1H), 7.58 (d, 1 H), 7.44 (d, 1 H), 7.26 (dd, 1 H), 7.18 (s, 1H), 5.34 (d, 1H), 4.00 (s, 3H), 2.52-2.48 (m, 2 H), 1.21 (s, 3H), 0.95 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07943658B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-88764cb0f6304cea83ad85fc40e54849 |
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| Source note | uspto-grants-2011_05 |
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