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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385267Generated: October 27, 2026

N-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-4-(5-hydroxypent-1-yn-1-yl)benzamide → N-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-4-(5-hydroxypentyl)benzamide

https://huagongshe.com/reaction/385267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-4-(5-hydroxypent-1-yn-1-yl)benzamideHCID 58505289—
CatalystPalladium hydroxideHCID 9942167—
SolventMeOH tetrahydrofuranHCID 21899815—
ProductN-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-4-(5-hydroxypentyl)benzamideHCID 58505267101.3%

Reaction Steps

Pd(OH)2 (200 mg) was added to a solution of Intermediate 32 (200 mg, 0.40 mmol) in THF/MeOH (5 mL each). The solution was treated with H2 at ambient pressure for 3 h. The reaction mixture was then filtered through a plug of celite. The plug was washed with MeOH (50 mL) and the solvent was concentrated in vacuo to afford the title compound as a pale yellow solid (200 mg). ES/MS calcd. for C28H40N5O3+ 494.3. found m/z=494.4 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367829B2
Source datasetuspto-grants-2013_02
ORD IDord-7720c0d5ee174b8d9f23c74dff928c9c
Source noteuspto-grants-2013_02