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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1255706Generated: November 1, 2026

HCID 57968783, compound → 6-(4-Bromo-3-[1,3]dioxolan-2-yl-phenoxy)-2-[(2-hydroxy-ethyl)-methyl-amino]-nicotinonitrile

https://huagongshe.com/reaction/1255706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 57968783HCID 57968783—
ReactantHCID 86636428HCID 86636428—
Reactant2-(2-Benzyloxy-ethylamino)-6-(4-bromo-3-formyl-phenoxy)-nicotinonitrileHCID 86636444—
SolventAcetonitrileHCID 6342—
Product6-(4-Bromo-3-[1,3]dioxolan-2-yl-phenoxy)-2-[(2-hydroxy-ethyl)-methyl-amino]-nicotinonitrileHCID 6743920736%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of compound mixture, 6-(4-bromo-3-[1,3]dioxolan-2-yl-phenoxy)-2-chloro-nicotinonitrile and 2-(4-bromo-3-[1,3]dioxolan-2-yl-phenoxy)-6-chloro-nicotinonitrile, (4+5, 1 g, 2.6 mmol) in acetonitrile (anhydrous, 30 mL) was added 2-methylamino-ethanol (6, 2.1 mL, 26 mmol). The reaction was heated at 80° C. for 2 hours. After the reaction, all volatile components were evaporated in vacuo. Purification was accomplished by silica gel chromatography, eluting with 10%-80% EtOAc/hexanes gradient, affording 400 mg (36% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461135B2
Source datasetuspto-grants-2013_06
ORD IDord-c23819280ab9414cb0f4c04cb9dd213d
Source noteuspto-grants-2013_06