HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1R,2S)-cyclopentane-1,2-diol → HCID 178525690, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1R,2S)-cyclopentane-1,2-diol | HCID 2733293 | — |
| Reactant | ethyl 2-(4-fluoroanilino)-4-oxo-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylidene)furan-3-carboxylate | HCID 178469558 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 178525690 | HCID 178525690 | 22.3% |
Reaction Steps
A solution of the compound (0.10 g, 0.25 mmol) of Example 21, (1R,2S)-1,2-cyclopentanediol (0.26 g, 2.5 mmol) and zinc cluster catalyst (Zn4(OCOCF3)6O) (0.012 g, 0.012 mmol) in N,N-dimethylacetamide (1.5 mL) was stirred with the microwave synthesizer (Biotage Initiator™) at 130° C. for 2 h. Cooled to ambient temperature, the precipitate was removed by filtration. The filtrate was purified by preparative HPLC to afford the titled compound as solid (0.025 g, y. 20%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742113B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-521643bdef9249118426ca0270b8f8d6 |
| Source note | uspto-grants-2014_06 |