HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67346343, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 5-(bromomethyl)-2-(trifluoromethyl)furan-3-carboxylate | HCID 13237850 | — |
| Reactant | 3-(5-Chloro-2-hydroxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester | HCID 67342909 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67346343 | HCID 67346343 | 71.2% |
Reaction Steps
The title compound was prepared as described in Example 1 Step D using 3-(5-chloro-2-hydroxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester (0.3 g, 1.0 mmol), the title compound of Example 75 Step A (0.75 g, 2.5 mmol), Cs2CO3 (0.80 g, 2.4 mmol) and KI (0.23 g, 1.4 mmol) in DMF (15 mL). The crude material was purified by RP HPLC to provide the title compound (0.37 g, 71%). 1H NMR (CDCl3): 7.20-6.92 (m, 1H), 6.91-6.80 (m, 2H), 6.77-6.69 (m, 1H), 6.53 (d, J=2.1 Hz, 1H), 4.87 (s, 2H), 4.79-4.69 (m, 1H), 4.27-4.12 (m, 2H), 4.00-3.88 (m, 2H), 1.38 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642583B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-94a0fd832fdf4162866f8448e04e9e61 |
| Source note | uspto-grants-2014_02 |