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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(3,5-Dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile | HCID 262101 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(1,7-diazaspiro[4.5]dec-7-yl)-7H-pyrrolo[2,3-d]pyrimidine | HCID 58293297 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-oxo-3-[7-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,7-diazaspiro[4.5]dec-1-yl)propionitrile | HCID 50913914 | 84.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08609647B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-930be3166e934a0a9731462e59ba1450 |
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| Source note | uspto-grants-2013_12 |
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