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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912446Generated: November 1, 2026

Diisopropylethylamine → 3-oxo-3-[7-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,7-diazaspiro[4.5]dec-1-yl)propionitrile

https://huagongshe.com/reaction/1912446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(3,5-Dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrileHCID 262101—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(1,7-diazaspiro[4.5]dec-7-yl)-7H-pyrrolo[2,3-d]pyrimidineHCID 58293297—
Solvent1,4-DioxaneHCID 31275—
Product3-oxo-3-[7-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,7-diazaspiro[4.5]dec-1-yl)propionitrileHCID 5091391484.6%

Reaction Conditions

Temperature110 °C

Reaction Steps

4-(1,7-Diazaspiro[4.5]dec-7-yl)-7H-pyrrolo[2,3-d]pyrimidine (30 mg) was mixed with 1-cyanoacetyl-3,5-dimethylpyrazole (38 mg), N,N-diisopropylethylamine (42 μl) and 1,4-dioxane (1 ml), and the mixture was stirred at 110° C. for 75 minutes. The mixture was cooled to room temperature, and then thereto was added saturated aqueous sodium bicarbonate solution. The mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: chloroform/ethyl acetate=1/2, followed by chloroform/methanol=25/1 to 20/1) to give the titled compound (32 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609647B2
Source datasetuspto-grants-2013_12
ORD IDord-930be3166e934a0a9731462e59ba1450
Source noteuspto-grants-2013_12