HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075667Generated: November 3, 2026
Diisopropylethylamine → 8-[3-(4-Cyano-tetrahydro-pyran-4-yl)-phenylsulfanyl]-5-phenyl-imidazo[1,2-a]quinoline-2-carboxylic acid ethyl ester
https://huagongshe.com/reaction/2075667
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 4-(3-Mercapto-phenyl)-tetrahydro-pyran-4-carbonitrile | HCID 18786386 | — |
| Reactant | 8-Iodo-5-phenyl-imidazo[1,2-a]quinoline-2-carboxylic acid ethyl ester | HCID 67090699 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 8-[3-(4-Cyano-tetrahydro-pyran-4-yl)-phenylsulfanyl]-5-phenyl-imidazo[1,2-a]quinoline-2-carboxylic acid ethyl ester | HCID 24875864 | — |
Reaction Steps
1v (262 mg, 0.59 mmol), 4-(3-Mercapto-phenyl)-tetrahydro-pyran-4-carbonitrile (1w, 130 mg, 0.59 mmol), Pd2dba3 (14 mg, 0.01 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (17 mg, 0.03 mmol), and iPr2NEt (0.27 mL, 1.9 mmol) were dissolved in 1,4-dioxane (2 mL) and degassed with N2 for 10 minutes. The mixture was heated at 60° C. for 2 hours, then cooled to room temperature and concentrated. The residue was purified by silica gel chromatography to give the desired product, 1z.
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-91b7fc21fba743de9f3d9aa1dc9bf72c |
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| Source note | uspto-grants-2011_04 |
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