HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967548Generated: October 31, 2026
Diisopropylethylamine → HCID 64165463, compound
https://huagongshe.com/reaction/1967548
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzoic acid, 3-mercapto- | HCID 95737 | — |
| Reactant | 2-Iodopyridine | HCID 221126 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 64165463 | HCID 64165463 | 66% |
Reaction Steps
Xantphos (3.75 g) and Pd2(dba)3 (2.97 g) were added in that order to a dioxane (150 mL) solution of 2-iodopyridine (7.31 g), 3-mercaptobenzoic acid (5.0 g) and N,N-diisopropylethylamine (11.30 mL), and stirred overnight in a nitrogen atmosphere at 100° C. After left cooled, the reaction solution was evaporated under reduced pressure, then ethyl acetate was added to the residue, washed three times with aqueous saturated ammonium chloride solution, and dried with sodium sulfate. The drying agent was removed through filtration, and the solvent was evaporated off under reduced pressure. The residue was purified through silica gel column chromatography (methanol/chloroform=from 0% to 20%, gradient) to give the intended product (4.95 g, 66%) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420823B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-1505730bec23482b9b5176690a39f9e8 |
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| Source note | uspto-grants-2013_04 |
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