HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium ethoxide → 7-[(E)-2-{2-Isopentyloxy-3-methoxyphenyl}-1-ethenyl]-6-[4-(trifluoro methoxy)phenyl]-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | HCID 43471291 | HCID 43471291 | — |
| Reactant | HCID 66753265 | HCID 66753265 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 7-[(E)-2-{2-Isopentyloxy-3-methoxyphenyl}-1-ethenyl]-6-[4-(trifluoro methoxy)phenyl]-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one | HCID 44467531 | 49.3% |
Reaction Steps
The title compound was prepared by condensation of Intermediate 15 (350 mg, 1.071 mmol) with 2-isopentyloxy-3-methoxybenzaldehyde (334 mg, 1.501 mmol) in the presence of sodium ethoxide (146 mg, 2.147 mmol) in ethanol (15 ml) according to the procedure outlined in Example 24 to afford 280 mg of the desired product as a light yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 0.93 (d, J=6.3 Hz, 6H), 1.45 (q, J=6.6 Hz, 2H), 1.85-1.91 (m, 1H), 3.77 (s, 3H), 3.86 (t, J=6.6 Hz, 2H), 6.86-6.94 (m, 2H), 7.00-7.06 (m, 2H), 7.46-7.51 (m, 5H), 7.99 (d, J=4.8 Hz, 1H), 8.07 (d, J=15.6 Hz, 1H); ESI-MS (m/z) 531.20 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119647B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-423da71ff4ed477b947c8d0e9b219516 |
| Source note | uspto-grants-2012_02 |