HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 550572Generated: November 1, 2026
3-Bromopyridine → HCID 67151979, compound
https://huagongshe.com/reaction/550572
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | Methyl 3-aminopyrazinecarboxylate | HCID 72669 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67151979 | HCID 67151979 | — |
Reaction Steps
3-Aminopyrazine-2-carboxylic acid methyl ester (0.8 g, 5.2 mmol) and 3-bromopyridine (1.2 g, 7.8 mmol) were dissolved in 20 mL dry toluene. 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (0.6 g, 1.04 mmol), sodium tert.-butylate (0.75 g, 7.8 mmol) and tri(dibenzylideneacetone)dipalladium chloroform complex (0.54 g, 0.52 mmol) were added and the reaction mixture was stirred under microwave irradiation for 60 minutes at 150° C. The reaction mixture was then evaporated and purified by flash chromatography on silica gel (heptane/ethyl acetate 1:2->0:100 gradient). The desired product was obtained as a brown solid (260 mg, 22%), MS: m/e=231.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07947685B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-bbb9ac32e34d4532a254858bfa96c1fb |
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| Source note | uspto-grants-2011_05 |
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