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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 501062Generated: October 29, 2026

Ethanol → HCID 59424800, compound

https://huagongshe.com/reaction/501062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTriethylamineHCID 8471—
ReactantBenzo[b]furan-2-boronic acidHCID 2776266—
ReactantHCID 59424803HCID 59424803—
CatalystHCID 178418476HCID 178418476—
ProductHCID 59424800HCID 59424800—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a degassed solution of (5-bromo-3-fluoro-pyridin-2-yl)-methyl-carbamic acid tert-butyl ester (310 mg, 1.01 mmol) in EtOH (10 mL) were added Pd(PPh3)2Cl2 (142 mg, 0.20 mmol), bezofuran boronic acid (291 mg, 1.52 mmol) and Et3N (283 μL, 2.03 mmol). The reaction was stirred in a microwave reactor for 30 minutes at 100° C. The volatiles were removed under reduced pressure and the residue was purified by flash column chromatography using 10% EtOAc in hexane to obtain title compound (130 mg) as a white solid. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 8.68 (br. s, 1 H) 7.80 (d, J=11.71 Hz, 1 H) 7.42 (d, J=8.98 Hz, 1 H) 7.04 (s, 2 H) 6.93 (dd, J=8.98, 2.34 Hz, 1 H) 3.85 (s, 3H) 3.35 (s, 3 H) 1.46 (s, 9 H). ESMS: m/z 359.41 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772256B2
Source datasetuspto-grants-2010_08
ORD IDord-c2f676beba9147ecb725ed8ce504e8e1
Source noteuspto-grants-2010_08