HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 45117446, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 7-Amino-4-methyl-2-quinolinone | HCID 88277 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 45117446 | HCID 45117446 | 68% |
Reaction Steps
To a solution of 7-amino-4-methyl-1H-quinolin-2-one (87 mg, 0.5 mmol) in dry DMF (2 ml) was added sodium hydride (24 mg, 60% disp. in oil, 0.6 mmol) followed by methyl iodide (38 μl, 0.6 mmol) and the reaction stirred at room temperature for 1.5 h. After quenching with water the mixture was extracted with EtOAc and the combined extracts were dried over MgSO4 and concentrated in vacuo to give the crude product. Purification by SPE column chromatography, eluting with 0-10% MeOH/EtOAc gradient gave title compound (64 mg) which was used in the next step without further purification. 1H NMR (250 MHz, CDCl3) δ (ppm): 7.47 (d, 1H), 6.59 (m, 2H), 6.55 (d, 1H), 4.45 (br, 2H), 3.61 (s, 3H), 2.38 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07538121B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-4d7165b32ecf4dc3ab561addde634058 |
| Source note | uspto-grants-2009_05 |