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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727371Generated: November 2, 2026

Azane;hydrate → 3-[5-(2-Aminopyridin-4-yl)-2-ethyl-1,3-thiazol-4-yl]benzonitrile

https://huagongshe.com/reaction/1727371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzane;hydrateHCID 12896473—
Reactanttert-Butyl {4-[4-(3-bromophenyl)-2-ethyl-1,3-thiazol-5-yl]pyridin-2-yl}carbamateHCID 22932827—
ReactantHCID 178418260HCID 178418260—
SolventDimethylformamideHCID 6228—
Product3-[5-(2-Aminopyridin-4-yl)-2-ethyl-1,3-thiazol-4-yl]benzonitrileHCID 2293272657%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 4-(3-bromophenyl)-5-[2-(tert-butoxycarbonylamino)-4-pyridyl]-2-ethyl-1,3-thiazole (0.5 g, 1.1 mmol) in N,N-dimethylformamide (10 mL) was added copper cyanide (0.25 g, 1.6 mmol), and the mixture was stirred for 20 hours at 150° C. under argon atmosphere. Into the reaction mixture was poured ammonia water, and the deposit was removed, then, extracted with ethyl acetate. The extracts were washed with water, then, dried and concentrated. The residue was purified by silica gel column chromatography (hexane-ethyl acetate=4:1) to obtain a crystal. This crystal was washed with hexane-ethyl acetate to obtain a title compound (0.19 g, yield 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495018B2
Source datasetuspto-grants-2009_02
ORD IDord-dfbbf98668a64539acd92b5e65e31a42
Source noteuspto-grants-2009_02