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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1254448Generated: November 1, 2026

Acetic Acid → HCID 178506021, compound

https://huagongshe.com/reaction/1254448

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 numberUS08455534B2
Source datasetuspto-grants-2013_06
ORD IDord-537ef34d877b4eb3b1dd57af90b7d290
Source noteuspto-grants-2013_06