HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Benzodioxole-4-carboxaldehyde → 2-[(E)-2-(1,3-Benzodioxol-4-yl)vinyl]-3-bromo-4H-pyrido[1,2-a]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Benzodioxole-4-carboxaldehyde | HCID 82264 | — |
| Reactant | 3-bromo-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one | HCID 291524 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-[(E)-2-(1,3-Benzodioxol-4-yl)vinyl]-3-bromo-4H-pyrido[1,2-a]pyrimidin-4-one | HCID 67548357 | — |
Reaction Steps
The title compound was prepared from 3-bromo-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (1.5 g, 6.271 mmol) and 1,3-benzodioxole-4-carbaldehyde (1.12 g, 7.463 mmol) in the presence of sodium ethoxide (640 mg, 9.401 mmol) in absolute ethanol (100 ml) as described in Intermediate 1 to give 1.5 g of the product as a light yellow solid; 1H NMR (300 MHz, CDCl3) δ 4.48 (s, 2H), 6.83-6.89 (m, 2H), 7.05-7.10 (m, 2H), 7.19 (t, J=6.9 Hz, 1H), 7.69 (d, J=9.3 Hz, 1H), 7.78-7.85 (m, 1H), 7.97 (d, J=15.6 Hz, 1H), 8.94 (d, J=7.2 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349846B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-6bdf3172791a46ff9afbd59d2f960306 |
| Source note | uspto-grants-2013_01 |