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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451538Generated: October 30, 2026

1,4-Dioxa-8-azaspiro(4.5)decane → 8-(2-Chloropyridin-4-yl)-1,4-dioxa-8-azaspiro[4.5]decane

https://huagongshe.com/reaction/451538

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Dioxa-8-azaspiro(4.5)decaneHCID 67435—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-4-fluoropyridineHCID 2782792—
Solvent1,4-DioxaneHCID 31275—
Product8-(2-Chloropyridin-4-yl)-1,4-dioxa-8-azaspiro[4.5]decaneHCID 8665672173.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 1,4-dioxa-8-azaspiro[4.5]decane (895 μL, 6.98 mmol) and 2-chloro-4-fluoropyridine (1.01 g, 7.68 mmol) in dioxane (15 mL) was added N,N-diisopropylethylamine (1.83 mL, 10.5 mmol). Argon was bubbled through the reaction mixture for 5 minutes before it was heated to 120° C. in microwave for 3 hours. After evaporation, purification by chromatography (silica gel, 20 g, 30 to 10% ethyl acetate in heptane) afforded the title compound (1.3 g, 73%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486967B2
Source datasetuspto-grants-2013_07
ORD IDord-c728a78343ed48e0a8b9a3881c98642d
Source noteuspto-grants-2013_07