HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 58093447, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 58093335 | HCID 58093335 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58093447 | HCID 58093447 | 89.3% |
Reaction Steps
Methyl iodide (0.45 mL, 7.1 mmol) was added to a solution of 2-bromo-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indol-5-one (1.6 g, 5.9 mmol) and Cs2CO3 (2.3 g, mmol) in DMF (21 mL) under N2 and stirred for 3 h at ambient temperature. The mixture was quenched with H2O (30 mL), upon which a solid precipitated out of solution. The solids were collected by filtration and washed with H2O (100 mL) to provide the title compound (1.47 g, 88%) as an off-white solid: 1H NMR (300 MHz, DMSO-d6) δ 8.18 (d, J=8.1 Hz, 1H), 7.43 (d, J=7.8 Hz, 1H), 3.74 (s, 3H), 3.03 (t, J=6.0 Hz, 2H), 2.50-2.44 (m, 2H, overlap with H2O peak), 2.20-2.12 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637501B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-5fb29633345a41028f1abda293bf83b6 |
| Source note | uspto-grants-2014_01 |