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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007346Generated: October 24, 2026

Acetonitrile → Prinaberel

https://huagongshe.com/en/reaction/1007346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTetrahydrofuranHCID 8028—
ReactantHydrofluoric AcidHCID 14917—
Reactant5-(Tert-butyl-dimethyl-silanyloxy)-2-[4-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-phenyl]-7-vinyl-benzooxazoleHCID 59741638—
SolventWaterHCID 962—
ProductPrinaberelHCID 65695488.5%

Reaction Conditions

Temperature65 °C

Reaction Steps

Hydrofluoric acid (48 wt. % in water, 1 mL) was added into a solution of 5-{[tert-butyl(dimethyl)silyl]oxy}-2-(4-{[tert-butyl(dimethyl)silyl]oxy}-3-fluorophenyl)-7-vinyl-1,3-benzoxazole (1.5 g, 3.0 mmol), THF (6 mL) and acetonitrile (3 mL). The reaction mixture was stirred at 65° C. for 8 h, and then poured into water. The precipitated solid was filtered off and dried. Crystallization of the product from acetone/ethyl ether gave a white solid (0.72 g, 81% yield, m.p. 249-251° C.); MS m/e 272 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794403B2
Source datasetuspto-grants-2004_09
ORD IDord-bf261d8c914a474eb6cebb22e8770f87
Source noteuspto-grants-2004_09