HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193369Generated: October 30, 2026
1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 66799276, compound
https://huagongshe.com/reaction/1193369
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | N-Benzyl-N-methylpiperidin-4-amine | HCID 1096081 | — |
| Reactant | 5-Bromo-2-methoxypyridine | HCID 2734895 | — |
| Reactant | sodium 2-methylpropan-2-olate | HCID 178418730 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 66799276 | HCID 66799276 | 36% |
Reaction Steps
N-Benzyl-N-methylpiperidin-4-amine (3.947 mmol, 1.0 eq.), 5-bromo-2-methoxypyridine (614 μl, 4.737 mmol, 1.2 eq.) and t-BuONa (757 mg, 7.894 mmol, 2.0 eq.) were dissolved in toluene (12 ml) and degassed with argon. Xantphos (136 mg. 0.237 mmol, 0.06 eq.) and Pd2(dba)3 (72 mg, 0.079 mmol, 0.02 eq.) were then added and the mixture was heated for 4 hours at 90° C. After monitoring by TLC, the reaction mixture was concentrated under reduced pressure and purified by column chromatography (silica gel, 3% MeOH in DCM). Yield: 36% (450 mg, 1.447 mmol)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680159B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-d0c1c0085d7e44309a0b3be82f39c9a8 |
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| Source note | uspto-grants-2014_03 |
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