HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075710Generated: October 26, 2026
Diisopropylethylamine → 3-([1,2,4]Triazolo[1,5-a]quinolin-7-ylsulfanyl)-propionic acid 2-ethyl-hexyl ester
https://huagongshe.com/reaction/2075710
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Ethylhexyl 3-mercaptopropionate | HCID 92640 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 7-Bromo-[1,2,4]triazolo[1,5-a]quinoline | HCID 58257795 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-([1,2,4]Triazolo[1,5-a]quinolin-7-ylsulfanyl)-propionic acid 2-ethyl-hexyl ester | HCID 67091107 | — |
Reaction Steps
8b (120 mg, 0.48 mmol) and 3-mercaptopropionic acid 2-ethylhexyl ester (110 mg, 0.55 mmol) were dissolved in 1,4-dioxane (5 mL) and degassed for 10 minutes with N2. iPr2NEt (0.16 mL, 0.89 mmol) was added, followed by Pd2dba3 (10 mg, 0.01 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (12 mg, 0.02 mmol), and the mixture was degassed with N2 for an additional 10 minutes. The reaction was sealed and heated at 110° C. for 4 hours. The reaction was cooled to room temperature and purified by silica gel chromatography (25-100% EtOAc in hexanes) to give the desired product, 8e.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07919621B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-713909cf87d9402289b1cb6c95bcf713 |
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| Source note | uspto-grants-2011_04 |
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