HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712608Generated: October 29, 2026
Cesium carbonate → HCID 117667207, compound
https://huagongshe.com/reaction/712608
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(Tributylstannyl)pyrazine | HCID 2737316 | — |
| Reactant | 6-Bromo-1,2,3,4-tetrahydro-1,8-naphthyridine | HCID 17930126 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide toluene | HCID 21735183 | — |
| Product | HCID 117667207 | HCID 117667207 | 55.9% |
Reaction Steps
To a solution of 6-bromo-1,2,3,4-tetrahydro-[1,8]naphthyridine (350 mg, 1.6 mmol) in 14 mL of toluene/DMF 1:1 mixed solvents are added 2-tributylstannanyl-pyrazine (670 mg 1.8 mmol) and Cs2CO3 (1.6 g, 4.9 mmol). Then Pd(dppf)Cl2 (120 mg, 0.16 mmol) is added under N2 atmosphere. The mixture is heated at 110° C. for 16 hrs and the solvent is removed under vacuum. The residue is purified by flash column chromatography to give 190 mg of 6-pyrazin-2-yl-1,2,3,4-tetrahydro-[1,8]naphthyridine
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09181272B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-37a54f3249aa440e9ea3e87e172c24ed |
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| Source note | uspto-grants-2015_11 |
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