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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68791Generated: October 30, 2026

Dimethylformamide → 8-[3-Fluoro-5-(trifluoromethyl)pyridin-2-yl]-1,4-dioxa-8-azaspiro[4.5]decane

https://huagongshe.com/reaction/68791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,4-DioxaneHCID 31275—
Reactant1,4-Dioxa-8-azaspiro(4.5)decaneHCID 67435—
Reactant2-Bromo-3-fluoro-5-(trifluoromethyl)pyridineHCID 15592823—
SolventTriethylamineHCID 8471—
Product8-[3-Fluoro-5-(trifluoromethyl)pyridin-2-yl]-1,4-dioxa-8-azaspiro[4.5]decaneHCID 68290222—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1,4-dioxa-8-azaspiro[4.5]decane (1.76 g), 2-bromo-3-fluoro-5-(trifluoromethyl)-pyridine (2.95 g), N,N-dimethylformamide (50 mL), 1,4-dioxane (75 mL) and triethylamine (5.07 ml) is stirred in a sealed vessel at 120° C. for 1 h. After cooling to room temperature, the mixture is concentrated and partitioned between ethyl acetate (100 mL) and water (100 mL). The water layer is extracted with ethyl acetate (100 mL) and the combined organic layers are dried over Na2SO4, filtered and concentrated to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822471B2
Source datasetuspto-grants-2014_09
ORD IDord-6801e119df3b400d8406cd16cd51ab70
Source noteuspto-grants-2014_09