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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77853Generated: October 26, 2026

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

https://huagongshe.com/reaction/77853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Nitro-5-((trimethylsilyl)ethynyl)pyridineHCID 58076265—
CatalystIronHCID 23925—
SolventTetrahydrofuranHCID 8028—
Product5-(2-(Trimethylsilyl)ethynyl)pyridin-2-amineHCID 2248285891.1%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 2-nitro-5-trimethylsilanylethynyl-pyridine (405 mg, 1.84 mmol) described in Manufacturing Example 28-1-1 in tetrahydrofuran (10 mL) and water (5 mL) were added iron powder (514 mg, 9.21 mmol) and ammonium chloride (197 mg, 3.69 mmol) at room temperature, which was stirred for 75 minutes at 70° C. The reaction solution was cooled to room temperature and filtered through a Celite pad, and the filtrate was concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the title compound (319 mg, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-ef31e16dff0d4519ac429f7d017bd838
Source noteuspto-grants-2014_09