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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778768Generated: November 1, 2026

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

https://huagongshe.com/reaction/1778768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant6-(3,5-dimethoxyphenyl)-3-iodo-1H-pyrazolo[4,3-b]pyridineHCID 178493440—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product6-(3,5-dimethoxyphenyl)-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-b]pyridineHCID 8672286491%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 6-(3,5-dimethoxyphenyl)-3-iodo-1H-pyrazolo[4,3-b]pyridine (0.54 g, 1.4 μmmol), dihydropyran (0.39 mL, 4.2 mmol) and methanesulfonic acid (18 μL, 0.28 mmol) in methylene chloride (6 mL) and tetrahydrofuran (2 mL) in a sealed reaction vial was stirred at 50° C. for 3 h. After cooling it was 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 (0.60 g). LCMS (M+H)+=465.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266892B2
Source datasetuspto-grants-2016_02
ORD IDord-ebadb42ed2854cfebdcbf7f1ab9ac829
Source noteuspto-grants-2016_02