Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | m-Xylyl bromide | HCID 12099 | — |
| Reactant | HCID 136004602 | HCID 136004602 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58378181 | HCID 58378181 | — |
Reaction Steps
To a solution of tert-butyl 3-[[1-(7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-(dimethylamino)-2-oxoethyl](4-methylbenzoyl)amino]propylcarbamate (29 mg, 1 eq.) in dimethyl formamide (1 ml), was added 3-methylbenzyl bromide (8 μl, 1.2 eq.) and potassium carbonate (22 mg, 3 eq.). The reaction mixture was stirred at room temperature overnight. Water was added and the material was extracted into ethyl acetate. Ethyl acetate layer was washed with water, saturated sodium carbonate, saturated sodium chloride, dried over magnesium sulfate, filtered, and evaporated. The product was purified by flash chromatography to give tert-butyl 3-[[1-[7-chloro-3-(3-methylbenzyl)-4-oxo-3,4-dihydroquinazolin-2-yl]-2-(dimethylamino)-2-oxoethyl](4-methylbenzoyl)amino]propylcarbamate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07939539B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-556f6ff794d342ae9f0f997c38131ddb |
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| Source note | uspto-grants-2011_05 |
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