HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535414Generated: November 3, 2026
Sodium Carbonate → HCID 86694401, compound
https://huagongshe.com/reaction/535414
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Quinoline-3-boronic acid | HCID 2734663 | — |
| Reactant | HCID 86694402 | HCID 86694402 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86694401 | HCID 86694401 | — |
Reaction Steps
A mixture of tert-butyl-N-[1-[[5-bromo-6-(2-naphthalen-2-ylethynyl)pyridin-2-yl]amino]-1-oxopropan-2-yl]-N-methylcarbamate C2c (150 mg, 0.30 mmol), quinolin-3-ylboronic acid (61 mg, 0.35 mmol), Dichlorobis(triphenylphosphine)palladium(II) (40 mg, 0.06 mmol), Na2CO3 (63 mg, 0.59 mmol), dioxane (1 ml), MeOH (0.2 ml) and water (0.1 ml) is stirred under argon atmosphere for 2 h at 85° C. The mixture is diluted with DCM and extracted with a saturated aqueous solution of NaHCO3. The combined organic layers are dried over MgSO4, concentrated in vacuo and the product purified by RP HPLC. Yield: 91 mg (55%).
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-1351bc3bbae344c9bcb393bfac87f6f5 |
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| Source note | uspto-grants-2014_10 |
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