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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490882Generated: October 25, 2026

Sodium Hydroxide → 1-Ethyl-4-((tetrahydro-2H-pyran-4-yl)amino)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid

https://huagongshe.com/reaction/490882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 1-ethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carboxylateHCID 10336025—
SolventWater ethanolHCID 19096565—
Product1-Ethyl-4-((tetrahydro-2H-pyran-4-yl)amino)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acidHCID 5348782983.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of Intermediate 16 (0.21 g) in ethanol:water (95:5, 10 ml) was treated with sodium hydroxide (0.12 g). The mixture was heated at 50° C. for 8 h, then concentrated in vacuo, dissolved in water and acidified to pH 4 with acetic acid. The resultant white solid was removed by filtration and dried under vacuum to afford Intermediate 17 as an off-white solid (0.16 g). LCMS showed MH+=291; TRET=2.11 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528148B2
Source datasetuspto-grants-2009_05
ORD IDord-ff4c0a65fa5e496b895c953fd49b8fde
Source noteuspto-grants-2009_05