HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 3-[1-(6-Ethoxy-7-methoxy-2-morpholino-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxoquinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3-[1-(6-Ethoxy-7-hydroxy-2-morpholino-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxoquinazoline | HCID 135822834 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-[1-(6-Ethoxy-7-methoxy-2-morpholino-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxoquinazoline | HCID 21851244 | 49.1% |
Reaction Steps
In 2.2 ml of DMF was dissolved 335 mg (0.61 mmol) of Compound 47 obtained in Example 47, 25 mg (0.61 mmol) of 60% sodium hydride was added at ice-cooling, and stirred at ice-cooling for 20 minutes. 0.042 ml (0.67 mmol) of methyl iodide was added to the above reaction mixture and stirred at room tempareture for 2 hours. Saturated ammonium chloride solution was added and resulting precipitate was collected by filtration, washed with water, dried at heating, purified by silica gel column chromatography (eluent: chloroform/methanol=100/1) and recrystallized from ethanol/ether to give 168 mg (yield: 49%) of Compound 48 as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05948784 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-d9b3d61d38cd46c592fdba383df6164d |
| Source note | uspto-grants-1999_09 |