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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927214Generated: November 3, 2026

Tetrahydrofuran → 5-(2-(Trimethylsilyl)ethynyl)pyridin-2-amine

https://huagongshe.com/reaction/1927214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Nitro-5-((trimethylsilyl)ethynyl)pyridineHCID 58076265—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product5-(2-(Trimethylsilyl)ethynyl)pyridin-2-amineHCID 2248285890.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of THF (10 mL) and water (5 mL) of 2-nitro-5-trimethylsilanylethynyl-pyridine (410 mg) described in Manufacturing Example 3-1 were added iron powder (510 mg) and ammonium chloride (200 mg) at room temperature, which was stirred for 75 minutes at 70° C. The reaction solution was cooled to room temperature, and then filtered through Celite, and the solvent was evaporated from the filtrate under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the titled compound (320 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183264B2
Source datasetuspto-grants-2012_05
ORD IDord-9e85d9cc82eb4454af3bd18345f83325
Source noteuspto-grants-2012_05