Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 71731146 | HCID 71731146 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71732051 | HCID 71732051 | 34.4% |
Reaction Steps
A mixture of 2-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (193) (0.10 g, 0.28 mmol), K2CO3 (0.13 g, 0.92 mmol), and MeI (0.027 mL, 0.43 mmol) in DMF (4 mL) was stirred at 50° C. in 24 h. The reaction mixture was cooled, added H2O, the solid was filtered, dried and purified by ISCO (0-30% EtOAc/DCM) to give the title compound (35 mg, 34% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.71-7.78 (1H, m), 7.40-7.50 (1H, m), 7.35 (1H, t, J=7.6 Hz), 6.86 (1H, br. s.), 6.22 (1H, s), 5.87 (1H, s), 3.39-3.50 (3H, m), 3.11-3.21 (2H, m), 2.77 (2H, t, J=6.8 Hz), 2.51 (3H, s), 1.28 (9H, s). m/z (ESI, +ve) 364.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394297B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-b6b0736892c44061ad017eb3aa42acd8 |
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| Source note | uspto-grants-2016_07 |
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