HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535389Generated: October 30, 2026
Sodium Carbonate → 4-Chloro-6-(2-phenylethynyl)-5-pyrimidin-5-ylpyridin-2-amine
https://huagongshe.com/reaction/535389
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
| Reactant | 5-Bromo-4-chloro-6-(2-phenylethynyl)pyridin-2-amine | HCID 86694373 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Chloro-6-(2-phenylethynyl)-5-pyrimidin-5-ylpyridin-2-amine | HCID 86694374 | — |
Reaction Steps
A mixture of 5-bromo-4-chloro-6-(2-phenylethynyl)pyridin-2-amine C3a (1.0 g, 3.25 mmol), pyrimidin-5-ylboronic acid (604 mg, 4.88 mmol), Tetrakis(triphenylphosphine)palladium(0) (375 mg, 0.33 mmol), sodium carbonate (aqueous solution, 2 mol/l, 4.88 ml, 9.75 mmol) and ACN (15 ml) is stirred in a sealed tube at 120° C. until C3a is almost completely consumed. The mixture is then concentrated in vacuo and the product purified by NP chromatography. Yield: 420 mg (42%). HPLC-MS: M+H=307.
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-6877890640b84f28be9139d24c2da033 |
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| Source note | uspto-grants-2014_10 |
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