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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243582Generated: October 30, 2026

5-Ethoxymethoxy-benzofuran-2-boronic acid → AZD4694 Precursor

https://huagongshe.com/reaction/243582

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Ethoxymethoxy-benzofuran-2-boronic acidHCID 46183970—
Reactant(5-Bromo-6-nitro-pyridin-2-yl)-methyl-carbamic acid tert-butyl esterHCID 46183971—
ProductAZD4694 PrecursorHCID 4618397290.2%

Reaction Steps

By following the same procedure as described in Example 1 (step d), was prepared using (5-bromo-6-nitro-pyridin-2-yl)-methyl-carbamic acid tert-butyl ester (12) (100 mg, 0.30 mmol) and 5-ethoxymethoxy-benzofuran-2-boronic acid (4) (92.5 mg, 0.39 mmol). Work-up as described in example 1d, followed by purification of the crude product by flash column chromatography using 10-25% ethyl acetate in hexane. Evaporation of solvent afforded 120 mg of the desired compound (13) as yellowish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653274B2
Source datasetuspto-grants-2014_02
ORD IDord-292e42ae5dda4e18b142284c9da1bd67
Source noteuspto-grants-2014_02