HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 855130Generated: October 28, 2026
Dichloromethane → HCID 69517917, compound
https://huagongshe.com/reaction/855130
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Reactant | HCID 69516629 | HCID 69516629 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 69517917 | HCID 69517917 | 74% |
Reaction Steps
The ethyl 5-bromo-8-methoxy-2-(trifluoromethyl)-2H-chromene-3-carboxylate from Example 24 a, Step 1 (2.3 g, 6.037 mmole), trimethylboroxine (0.84 mL, 6.04 mmole), PdCl2(dppf)2.CH2Cl2 (0.487 g, 0.604 mmole), and Cs2CO3 (5.9 g, 18.11 mmole) were mixed in dioxane with 10% water (15 mL). The mixture was heated to 110° C. for 6 hrs and r.t overnight. The mixture was diluted with EtOAc, the organic layer was washed with water and dried over MgSO4. The filtrate was concentrated and purified by Biotage chromatography with 5% EtOAc in hexane to give 1.41 g a yellow solid (74%): LCMS m/z 317.15 (M+H) at 6.225 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07259266B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-8702446340004289b55b7bf7112c119e |
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| Source note | uspto-grants-2007_08 |
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