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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279096Generated: October 31, 2026

Diisopropylethylamine → HCID 118059329, compound

https://huagongshe.com/reaction/2279096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl 4,7-diazaspiro[2.5]octane-7-carboxylateHCID 46942212—
ReactantHCID 118059371HCID 118059371—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 118059329HCID 11805932967.9%

Reaction Steps

To a suspension of 300 mg of 3-methyl-1-(tetrahydro-pyran-2-yl)-6-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid sodium salt in 7.5 ml of DCM were added 0.12 ml of Hünig's base, 376 mg of BEP and 146 mg of 4,7-diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester. The reaction was stirred overnight at r.t. For workup it was diluted with water and DCM and the layers were separated. The organic layer was washed with water twice, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica, heptane/EtOAc gradient) to obtain 280 mg (66%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133181B2
Source datasetuspto-grants-2015_09
ORD IDord-5f6a679ab82149ab902413ff5a270a51
Source noteuspto-grants-2015_09