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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473888Generated: November 2, 2026

Potassium Carbonate → HCID 71621141, compound

https://huagongshe.com/reaction/1473888

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Hydroxy-5-methoxybenzaldehydeHCID 95695—
Reactant4-(chloromethyl)-1-methyl-1H-indazoleHCID 86690715—
SolventAcetonitrileHCID 6342—
ProductHCID 71621141HCID 7162114181%

Reaction Steps

A mixture of 2-hydroxy-5-methoxybenzaldehyde (170 mg, 1.12 mmol), 4-(chloromethyl)-1-methyl-1H-indazole (1.12 mmol), and K2CO3 (618 mg, 4.48 mmol) was reflux in CH3CN (20 mL) for 2 h. The mixture was filtered and the solid was washed with DCM. The filtrate was concentrated and purified on silica gel using a mixture of EtOAc and MeOH as eluent to give 5-methoxy-2-((1-methyl-1H-indazol-4-yl)methoxy)benzaldehyde (215 mg, 81% for three steps) as a white solid. 1H NMR (400 MHz; DMSO) δ=10.39 (s, 1H), 8.20 (d, 1H), 7.63 (d, 1H) 7.36-7.64 (m, 2H), 7.23-7.29 (m, 2H), 7.18 (d, 1H), 5.58 (s, 2H), 4.06 (s, 3H), 3.34 (s, 3H). LRMS (M+H+) m/z 297.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018210B2
Source datasetuspto-grants-2015_04
ORD IDord-1149250aa3644a6e963713b7f1ff0bd4
Source noteuspto-grants-2015_04