HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium ethoxide → 7-[(E)-2-(2-Cyclopropylmethoxy-3-fluorophenyl)-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 66753265 | HCID 66753265 | — |
| Reactant | HCID 86636080 | HCID 86636080 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 7-[(E)-2-(2-Cyclopropylmethoxy-3-fluorophenyl)-1-ethenyl]-6-[4-(trifluoro methoxy)-phenyl]-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one | HCID 44467464 | 44.8% |
Reaction Steps
The title compound was synthesized by condensation of Intermediate 15 (350 mg, 1.071 mmol) with 2-cyclopropylmethoxy-3-fluorobenzaldehyde (291 mg, 1.501 mmol) in presence of sodium ethoxide (146 mg, 2.147 mmol) in ethanol (15 ml) according to the procedure outlined in Example 24 to give 241 mg of the desired product as a light yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 0.23 (d, J=4.8 Hz, 2H), 0.48 (d, J=6.6 Hz, 2H), 0.95-1.05 (m, 1H), 3.77 (d, J=6.9 Hz, 2H), 7.00-7.09 (m, 2H), 7.15-7.23 (m, 2H), 7.42-7.50 (m, 4H), 7.53 (d, J=4.8 Hz, 1H), 7.98-8.08 (m, 2H); ESI-MS (m/z) 503.55 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119647B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-6684b4e108ed4fcdade3792e59d7c7b7 |
| Source note | uspto-grants-2012_02 |