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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778772Generated: November 1, 2026

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

https://huagongshe.com/reaction/1778772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantHCID 178477878HCID 178477878—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product6-chloro-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridineHCID 8672286788%

Reaction Steps

A mixture of 6-chloro-3-iodo-1H-pyrazolo[3,4-b]pyridine (0.70 g, 2.5 mmol), dihydropyran (690 μL, 7.5 mmol) and methanesulfonic acid (33 μL, 0.50 mmol) in methylene chloride (30 mL) and tetrahydrofuran (10 mL) in reaction flask was stirred at r.t. overnight. 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 (0.80 g). LCMS (M-84+H)+=279.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266892B2
Source datasetuspto-grants-2016_02
ORD IDord-8183e5d87ed34f47887e223f9904c23b
Source noteuspto-grants-2016_02