HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 751437Generated: October 31, 2026
Cesium carbonate → HCID 59754790, compound
https://huagongshe.com/reaction/751437
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(Chloromethyl)quinoline hydrochloride | HCID 3083823 | — |
| Reactant | HCID 59754793 | HCID 59754793 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59754790 | HCID 59754790 | — |
Reaction Steps
To a solution of the aforementioned Ethyl 3-[1-(4-chloro-benzyl)-5-hydroxy-1H-pyrrolo[2,3-b]pyridin-2-yl]-propionate (68 mg, 0.190 mmol) in DMF (1 mL) was added 2-chloromethylquinoline hydrochloride (49 mg, 0.228 mmol), cesium carbonate (124 mg, 0.380 mmol) and catalytic TBAI. The mixture was then heated to 55° C. for 12 hours after which it was partitioned between EtOAc and water, the aqueous layer extracted with EtOAc, the combined organic phases dried (Na2SO4), filtered and evaporated in vacuo. The residue was purified on silica gel eluting with a gradient of 0 to 30% EtOAc in hexanes to afford the title ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07405302B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-b3bfe2320e4c4d5dbec2f11d9810a9f8 |
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| Source note | uspto-grants-2008_07 |
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