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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527622Generated: October 30, 2026

Acetonitrile → 2-(7-methylspiro[2H-benzofuran-3,1'-cyclopropane]-4-yl)oxy-5-nitro-pyrimidine

https://huagongshe.com/reaction/527622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant2-Chloro-5-nitropyrimidineHCID 82544—
Reactant7-methylspiro[2H-benzofuran-3,1-cyclopropane]-4-olHCID 57411301—
Product2-(7-methylspiro[2H-benzofuran-3,1'-cyclopropane]-4-yl)oxy-5-nitro-pyrimidineHCID 6796021886.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 7-methylspiro[2H-benzofuran-3,1′-cyclopropane]-4-ol (Intermediate 156, 176 mg, 1 mmol) in dry Acetonitrile (4 ml) potassium carbonate (207 mg, 1.5 mmol) and then 2-chloro-5-nitropyrimidine (159 mg, 1 mmol) were added and the reaction mixture was stirred for 24 hours at 80° C. After cooling the reaction mixture was quenched with water (2 ml), diluted with brine (10 ml) and extracted with ethyl acetate (2×20 ml). The organic layer was dried over sodium sulfate, filtered and evaporated affording the title compound (258 mg) as an orange solid that was used in the next step as crude material without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346790B2
Source datasetuspto-grants-2016_05
ORD IDord-709db8c0162445179a8a3d3fd13fb3c4
Source noteuspto-grants-2016_05