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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490886Generated: October 30, 2026

Cyclopropanecarbonyl chloride → N'-(Cyclopropylcarbonyl)-1-ethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carbohydrazide

https://huagongshe.com/reaction/490886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Ethyl-4-((tetrahydro-2H-pyran-4-yl)amino)-1H-pyrazolo[3,4-b]pyridine-5-carbohydrazide dihydrochlorideHCID 53487828—
SolventTetrahydrofuranHCID 8028—
ProductN'-(Cyclopropylcarbonyl)-1-ethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carbohydrazideHCID 5767514845%

Reaction Steps

A solution of Intermediate 19 (0.045 g) in THF (2 ml) was treated with DIPEA (0.045 ml), then with cyclopropylcarbonyl chloride (0.013 g) and stirred at room temperature for 16 h. The mixture was concentrated in vacuo and the residue partitioned between dichloromethane and water. The layers were separated and the organic layer concentrated in vacuo, then applied to an SPE cartridge (aminopropyl, 1 g). The column was eluted with methanol to afford Intermediate 20 as a white solid (0.02 g). LCMS showed MH+=373; TRET=2.15 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528148B2
Source datasetuspto-grants-2009_05
ORD IDord-5644c95b75ba4d8da6d565b0e8131feb
Source noteuspto-grants-2009_05