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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069576Generated: October 31, 2026

Acetic Acid → HCID 178506021, compound

https://huagongshe.com/reaction/2069576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAcetonitrileHCID 6342—
ReactantSelectfluorHCID 2724933—
Reactant5-bromo-1-(oxan-2-yl)-1H-indazoleHCID 53433826—
SolventEthyl AcetateHCID 8857—
ProductHCID 178506021HCID 17850602178.2%

Reaction Steps

A mixture of 5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (10.0 g, 35.7 mmol; Intermediate 1), acetic acid (4 mL), Selectfluor (25.3 g, 71.4 mmol), and acetonitrile (100 mL) was refluxed under N2 for 2 h. The reaction was allowed to cool to rt, diluted with ethyl acetate (420 mL), and then washed with water (270 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was purified on a silica gel column using EtOAc in petroleum ether (1:20) to afford the title compound as yellow solids (6.0 g, yield 78.1%). 1H NMR (DMSO-d6, 400 MHz): δ 12.77 (s, 1H), 7.96 (s, 1H), 7.54 (d, 1H), 7.48 (d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299112B2
Source datasetuspto-grants-2012_10
ORD IDord-6c28e8d32ea347228a7abf6d5ea0faa5
Source noteuspto-grants-2012_10