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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404971Generated: October 30, 2026

Water → HCID 67959376, compound

https://huagongshe.com/reaction/1404971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluorophenylboronic acidHCID 2734354—
Reactanttert-butyl 8-bromo-2-methyl-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylateHCID 67958981—
CatalystHCID 178418476HCID 178418476—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
ProductHCID 67959376HCID 6795937696%

Reaction Steps

A mixed solution of tert-butyl 8-bromo-2-methyl-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate (174 mg) obtained in Example 6, steps 1-6, (2-fluorophenyl)boronic acid (84 mg), dichlorobis(triphenylphosphine)palladium (18 mg) and potassium carbonate (207 mg) in DME-water (1:1, 5 ml,) was stirred at 85° C. for 2 hr under a nitrogen stream. The reaction solution was cooled to room temperature, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0→10% ethyl acetate/hexane) to give the title compound (174 mg, 96%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916549B2
Source datasetuspto-grants-2014_12
ORD IDord-dd5c149f4717482492df90e22d93a69b
Source noteuspto-grants-2014_12