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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363278Generated: November 1, 2026

Hydrochloric Acid → Hydrochloric Acid

https://huagongshe.com/reaction/2363278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant1,4-DioxaneHCID 31275—
Reactanttert-butyl 3-(cyanomethyl)-3-[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidine-1-carboxylateHCID 58431352—
SolventEthyl AcetateHCID 8857—
ProductHydrochloric AcidHCID 313—
Product{3-[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrileHCID 67420216—

Reaction Steps

tert-Butyl 3-(cyanomethyl)-3-[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidine-1-carboxylate (0.85 g, 1.7 mmol) was dissolved in ethyl acetate (2 mL). To the solution was added 4.0 M hydrogen chloride in 1,4-dioxane (2.0 mL, 8.0 mmol). The mixture was stirred at room temperature for 3 hours. Ether was added, the mixture was centrifuged, and then the solvents were decanted. The residue was dried under vacuum to afford the desired product as HCl salt which was directly used in next step reaction without further purification. LCMS (M+H)+: m/z=409.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691807B2
Source datasetuspto-grants-2014_04
ORD IDord-6072071f5deb4d88bf54883831c6eaba
Source noteuspto-grants-2014_04