Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | methyl 2-(chloromethyl)-4-oxo-3,4-dihydroquinazoline-7-carboxylate | HCID 135520070 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 135858485 | HCID 135858485 | 82.3% |
Reaction Steps
To a solution of methyl 2-(chloromethyl)-4-oxo-3,4-dihydroquinazoline-7-carboxylate (160 mg, 0.63 mmol) in DMF (3 mL) was added triethylamine (0.176 mL, 1.27 mmol) and diethylamine (0.33 mL, 3.17 mmol). The reaction mixture was heated to 100° C. and stirred for 3 h. The mixture was then cooled to rt and concentrated. The residue was purified by flash silica gel chromatography (0% to 10% MeOH/DCM) to afford methyl 2-[(diethylamino)methyl]-4-oxo-3,4-dihydroquinazoline-7-carboxylate (0.15 g, 81%). LC-MS: (FA) ES+ 290.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765773B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-63c6ca0dd5b647a6980bbf271a908167 |
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| Source note | uspto-grants-2014_07 |
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