HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 2-chloro-2-(2-fluorobenzoyl)acetate → Ethyl 2-[5-(benzyloxy)-2-methylpyrazolo[1,5-a]pyridin-3-yl]-4-(2-fluorophenyl)-1,3-thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 2-chloro-2-(2-fluorobenzoyl)acetate | HCID 18473854 | — |
| Reactant | 5-(Benzyloxy)-2-methylpyrazolo[1,5-a]pyridine-3-carbothioamide | HCID 86649597 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Ethyl 2-[5-(benzyloxy)-2-methylpyrazolo[1,5-a]pyridin-3-yl]-4-(2-fluorophenyl)-1,3-thiazole-5-carboxylate | HCID 66856955 | 75% |
Reaction Steps
A suspension of 5-(benzyloxy)-2-methylpyrazolo[1,5-a]pyridine-3-carbothioamide (820 mg, 2.8 mmol) obtained in Example 30-B(vi) and ethyl 2-chloro-3-(2-fluorophenyl)-3-oxopropanoate (3.1 g, 13 mmol) obtained in Example 22-B(i) in 2-propanol (50 mL) was stirred at 90° C. for 7 h. The reaction mixture was allowed to cool to room temperature, and the precipitated solid was collected by filtration. The solid was washed with EtOAc and diisopropyl ether, and dried to give the title compound (1.0 g, 75%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139589B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-a15044c3b21540789c85616f29ae37e5 |
| Source note | uspto-grants-2015_09 |