HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239123Generated: October 29, 2026
Water → tert-Butyl 5',6'-dihydro-[2,4'-bipyridine]-1'(2'H)-carboxylate
https://huagongshe.com/reaction/239123
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Chloropyridine | HCID 7977 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate | HCID 4642098 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | tert-Butyl 5',6'-dihydro-[2,4'-bipyridine]-1'(2'H)-carboxylate | HCID 16094711 | 50.6% |
Reaction Steps
52 mg tetrakis(triphenylphosphine) palladium was added to 100 mg 2-chloropyridine, 327 mg 4-(4,4,5,5-tetramethyl-(1,3,2)dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester and 0.88 mL 2 mol/L sodiumcarbonate in 2 mL dioxane. The reaction was stirred for 15 min. at 140° C. in a microwave. Water was added and the reaction was extracted with DCM. The organic layer was dried and evaporated. The residue was purified by HPLC to yield 116 mg of the desired product. Rt: 1.03 min (method L), (M+H)+: 261
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08642774B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-b4b5d983dc1b404bbcccef81bda1a6ff |
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| Source note | uspto-grants-2014_02 |
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