HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535418Generated: October 25, 2026
9-Benzyl-9-borabicyclo(3.3.1)nonane → tert-butyl-N-[1-[[5-benzyl-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate
https://huagongshe.com/reaction/535418
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 9-Benzyl-9-borabicyclo(3.3.1)nonane | HCID 4150924 | — |
| Reactant | tert-butyl-N-[1-[[5-bromo-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate | HCID 86694372 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | tert-butyl-N-[1-[[5-benzyl-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate | HCID 86694407 | — |
Reaction Steps
A mixture of tert-butyl-N-[1-[[5-bromo-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxopropan-2-yl]-N-methylcarbamate C2a (50 mg, 0.11 mmol), 9-benzyl-9-borabicyclo[3.3.1]-nonane (283 μl, 0.14 mmol) Cs2CO3 (71 mg, 0.22 mmol), 1,1′-Bis(diphenylphosphino)-ferrocene]dichloropalladium(II) (8.0 mg, 0.01 mmol) and dioxane (0.6 ml) is stirred under argon atmosphere for 45 minutes at 70° C. The mixture is concentrated in vacuo and the product purified by RP HPLC. Yield: 26 mg (51%). HPLC-MS: M+H=470; tR=1.97 min (*Method—4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08859541B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-05f07892668a44938111e5d18600e475 |
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| Source note | uspto-grants-2014_10 |
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