Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Bromopropionaldehyde dimethylacetal | HCID 118932 | — |
| Reactant | HCID 135995422 | HCID 135995422 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57927329 | HCID 57927329 | 20.4% |
Reaction Steps
After dissolving 2-methoxy-5,6,7,8-tetrahydro-3H-quinazolin-4-one (CAS 94815-67-5) (2.0 g) and 3-bromopropionaldehyde dimethylacetal (2.44 g) in N,N-dimethylformamide (30 ml), sodium hydride (60% in oil) (533 mg) was added, and the mixture was stirred at room temperature for 30 minutes and at 100° C. for 5 hours. Water was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was washed with water and brine in that order and then dried over anhydrous magnesium sulfate. After filtration, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (640 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08252810B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-247d9a3063c04df8b4c3f05121f3f07d |
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| Source note | uspto-grants-2012_08 |
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