HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium ethoxide → 4-{7-[(E)-2-(3-Methoxy-2-neopentyloxyphenyl)-1-ethenyl]-5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidin-6-yl}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | HCID 66752927 | HCID 66752927 | — |
| Reactant | 3-Methoxy-2-neopentyloxybenzaldehyde | HCID 86636077 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-{7-[(E)-2-(3-Methoxy-2-neopentyloxyphenyl)-1-ethenyl]-5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidin-6-yl}benzonitrile | HCID 44468080 | — |
Reaction Steps
The title compound was prepared from Intermediate 4 (400 mg, 1.496 mmol), 3-methoxy-2-neopentyloxybenzaldehyde (465 mg, 2.094 mmol) and sodium ethoxide (203 mg, 2.992 mmol) in ethanol (25 ml) according to the procedure described in Example 9 to give 290 mg of the product as a light yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 1.03 (s, 9H), 3.53 (s, 2H), 3.77 (s, 3H), 6.77 (d, J=15.6 Hz, 1H), 6.99 (br s, 3H), 7.51-7.57 (m, 3H), 7.91-7.99 (m, 3H), 8.26 (d, J=15.0 Hz, 1H); ESI-MS (m/z) 472.26 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119647B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-8b40ad5ae9ba49bf9f7fff72e7722857 |
| Source note | uspto-grants-2012_02 |