Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isoindoline | HCID 422478 | — |
| Reactant | 2-[4-(2-bromoethoxy)-3,5-dimethylphenyl]-5,7-dimethoxy-3H-quinazolin-4-one | HCID 136400514 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 135939051 | HCID 135939051 | — |
Reaction Steps
To a suspension of 2-[4-(2-bromoethoxy)-3,5-dimethylphenyl]-5,7-dimethoxy-3H-quinazolin-4-one (0.50 g, 1.15 mmol) in anhydrous DMF (9 mL) was added isoindoline (0.41 mL, 3.46 mmol) and the reaction mixture was stirred at room temperature for 16 hours under nitrogen. The solvent was removed under reduced pressure and the residue was triturated with water (50 mL). The separated solid was filtered, washed with water and ether, and dried under vacuum to give the title compound as a white solid. Yield: 0.45 g (83%). MP 202-202.5° C. 1H NMR (400 MHz, CDCl3): δ 10.09 (br s, 1H), 7.77 (s, 2H), 7.22 (br s, 4H), 6.83 (d, J=2.4 Hz, 1H), 6.46 (d, J=2.4 Hz, 1H), 4.11 (s, 4H), 4.03 (t, J=6.0 Hz, 2H), 3.96 (s, 3H), 3.93 (s, 3H), 3.22 (t, J=6.0 Hz, 2H), 2.42 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09238640B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-45f309657ecb41c885ac693708f2dcd0 |
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| Source note | uspto-grants-2016_01 |
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