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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926299Generated: October 30, 2026

1,4-Dioxane → HCID 86711374, compound

https://huagongshe.com/reaction/926299

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
Reactant2-Fluoro-5-(tributylstannyl)pyridineHCID 16427100—
ReactantHCID 86711373HCID 86711373—
ProductHCID 86711374HCID 8671137439.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

94-10. To a degassed solution of 4-chloro-5,6,9,10,12,12a-hexahydro-[1,4]diazepino[1,7-h][1,7]naphthyridine-8,11-dione (66 mg, 0.25 mmol) and 2-fluoro-5-(tributylstannyl)pyridine (120 mg, 0.31 mmol) in dioxane (2 mL) Pd(PPh3)4 (15 mg, 0.012 mmol) was added and the mixture was heated in the microwave at 150° C. for 5 h. The solvent was removed under reduced pressure. The crude product was purified by flash-column chromatography over silicagel (Biotage Isolera Four, eluent: from 2% MeOH in AcOEt to 20% MeOH in AcOEt in 21 min) to yield the title compound as a beige solid (32 mg). UPLC-MS: MS 327.2 (M+H+); UPLC rt 0.58 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284331B2
Source datasetuspto-grants-2016_03
ORD IDord-42e66c3f3c454ee4b8e118d7c6655770
Source noteuspto-grants-2016_03