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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404616Generated: October 25, 2026

Hydrochloric Acid → (E)-1-(2,6-dichloro-3-fluorophenyl)-N-[6-(1-piperidin-4-ylpyrazol-4-yl)pyrrolo[3,2-b]pyridin-1-yl]methanimine

https://huagongshe.com/reaction/1404616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl 4-[4-[1-[(E)-(2,6-dichloro-3-fluorophenyl)methylideneamino]pyrrolo[3,2-b]pyridin-6-yl]pyrazol-1-yl]piperidine-1-carboxylateHCID 87408523—
SolventMethanolHCID 887—
Product(E)-1-(2,6-dichloro-3-fluorophenyl)-N-[6-(1-piperidin-4-ylpyrazol-4-yl)pyrrolo[3,2-b]pyridin-1-yl]methanimineHCID 8740867953%

Reaction Steps

A solution of tert-butyl 4-[4-(1-{[(E)-(2,6-dichloro-3-fluorophenyl)methylidene]amino}-1H-pyrrolo[3,2-b]pyridin-6-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate (15 mg, 0.027 mmol) in MeOH (0.5 mL) was treated with HCl (4.0M solution in dioxane, 2.0 mL) at room temperature for 2 h. Solvents were removed and the residue was treated with aqueous NaHCO3, and extracted with ethyl acetate. The organic layer was dried, evaporated to afford the desired intermediate as a yellowish solid (6.5 mg, yield 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912330B2
Source datasetuspto-grants-2014_12
ORD IDord-a659ca1196664dbbb474f7c73f542675
Source noteuspto-grants-2014_12