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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778730Generated: October 31, 2026

Methanesulfonic Acid → 6-(3,5-dimethoxyphenyl)-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridine

https://huagongshe.com/reaction/1778730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantTriethylamineHCID 8471—
ReactantHCID 178493436HCID 178493436—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product6-(3,5-dimethoxyphenyl)-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridineHCID 8672283690.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 6-(3,5-dimethoxyphenyl)-3-iodo-1H-pyrazolo[4,3-c]pyridine (0.50 g, 1.3 mmol), dihydropyran (360 μL, 3.9 mmol), and methanesulfonic acid (17 μL, 0.26 mmol) in tetrahydrofuran (3 mL) and methylene chloride (7.5 mL) was stirred at 80° C. for 2 days. After cooling, to the mixture was added some triethylamine, and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in hexanes (0-50%) to afford the desired product (0.55 g). LCMS (M+H)+=466.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266892B2
Source datasetuspto-grants-2016_02
ORD IDord-60d85e2f1e8e49ceb35b6204578cb61b
Source noteuspto-grants-2016_02