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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1057137Generated: November 3, 2026

Acetic Acid → HCID 178506021, compound

https://huagongshe.com/reaction/1057137

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 numberUS09399646B2
Source datasetuspto-grants-2016_07
ORD IDord-2cc25d80dec8474582f493051529a35a
Source noteuspto-grants-2016_07