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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279162Generated: October 30, 2026

Water → HCID 137133009, compound

https://huagongshe.com/reaction/2279162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantHCID 178497271HCID 178497271—
SolventTetrahydrofuranHCID 8028—
ProductHCID 137133009HCID 13713300970%

Reaction Steps

A mixture of 3-cyclopropyl-6-(4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid methyl ester (12.9 g), 3,4-dihydro-2H-pyran (5.26 g) and p-toluenesulfonic acid monohydrate (2.38 g) in THF (300 mL) was stirred at r.t. until the reaction was complete. Water was added and the mixture was extracted with ethyl acetate, the combined organic phases were washed with water and brine, dried over magnesium sulfate and concentrated. The residue was chromatographed over a short path column (heptane/ethyl acetate gradient). 11.4 g (70%) of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133181B2
Source datasetuspto-grants-2015_09
ORD IDord-5014953efef94ff2829a0c58e6c010fe
Source noteuspto-grants-2015_09