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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220378Generated: October 30, 2026

Tetrahydrofuran → HCID 58180565, compound

https://huagongshe.com/reaction/220378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactant1,3-Dimethyl-1H-pyrazol-5-amineHCID 520721—
ReactantImidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide, N,N-dicyclopropyl-6-ethyl-1,6-dihydro-4-isothiocyanato-1-methyl-HCID 58180531—
SolventEthyl AcetateHCID 8857—
ProductHCID 58180565HCID 58180565—

Reaction Steps

To a flask charged with N,N-dicyclopropyl-6-ethyl-4-isothiocyanato-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide (example 41A, 0.0342 g, 0.090 mmol) was added THF (0.449 mL). 5-Amino-1,3-dimethylpyrazole (0.012 g, 0.108 mmol) was added followed by sodium hydride (3.60 mg, 0.090 mmol). The reaction mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with ethyl acetate and quenched with saturated aqueous sodium bicarbonate. The aqueous layer was extracted with ethyl acetate. The combined organics were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The crude material was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202881B2
Source datasetuspto-grants-2012_06
ORD IDord-ecabd3c4af4041f59f186c9f88c683cb
Source noteuspto-grants-2012_06